NP-MRD: Showing NP-Card for 3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate (NP0143194)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-01 21:53:34 UTC

Updated at

2022-09-01 21:53:35 UTC

NP-MRD ID

NP0143194

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

Description

4-(Acetyloxy)-2-{[14-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,5-dihydroxy-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-13-yl]oxy}-5-hydroxy-6-methyloxan-3-yl acetate 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. 3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate is found in Datisca glomerata. Based on a literature review very few articles have been published on 4-(acetyloxy)-2-{[14-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,5-dihydroxy-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]Heptadec-7-en-13-yl]oxy}-5-hydroxy-6-methyloxan-3-yl acetate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309012223532D          

 53 57  0  0  0  0            999 V2000
   -5.5434   -1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9127   -2.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1367   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579   -3.0148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272   -3.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6512   -3.2663    0.0000 C   0  0  0  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  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
    2.6359   -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  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
   -2.5008   -1.3814    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
   -3.6585   -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
   -4.8371    0.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5262    1.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2153    1.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2904    1.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7620    0.9130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205   -3.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657   -4.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -5.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9417   -4.8905    0.0000 C   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
   -4.5724   -4.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3483   -4.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9790   -4.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7549   -4.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8338   -3.2951    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
  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 16 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  8 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  2  0  0  0  0
 38 36  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
  6 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
  5 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  2  0  0  0  0
M  END

     RDKit          3D

113117  0  0  0  0  0  0  0  0999 V2000
   -7.7748   -3.2087    1.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6988   -2.5302    1.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8490   -1.3212    0.6909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5152   -3.1137    0.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4795   -2.4874   -0.0166 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.4336   -3.2249   -1.3308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5173   -2.8793   -2.1479 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1653   -3.0918   -2.0936 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1262   -1.9062   -3.0327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0879   -3.2024   -1.2610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0435   -2.2448   -0.2529 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0064   -0.9529   -0.7422 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8253   -0.3199   -0.4985 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0774   -0.2522   -1.8398 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0721    0.7207   -1.5467 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3472    1.3535   -2.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1738   -0.1012   -0.9716 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5571   -1.2894   -1.8037 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314   -1.7915   -1.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7294   -1.3232   -0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3177   -0.1833    0.2599 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.9444   -0.7461    1.5889 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8485   -1.9462    1.9113 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1024   -1.9546    3.2821 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1933   -1.8351    1.2250 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.8544   -0.6990    1.6788 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0924   -1.8682   -0.2863 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3420   -3.2041   -0.8794 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0914   -0.8775   -0.8438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3526    0.6671   -0.4506 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1388    1.3534   -1.5759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7923    1.7635    0.4010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4454    2.7014    0.8056 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3541    1.6547    0.7442 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4856    1.6538   -0.5085 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4823    3.0525   -1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8519    1.1001   -0.0732 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0271    1.8247   -0.5600 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2883    1.1224   -0.0253 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1275    1.7862   -1.9451 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1680    3.2157   -0.0506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3576    4.1275   -0.8494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0798    3.4489    1.3688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1877    4.5937    1.9962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4276    5.9166    1.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2505    6.5009    0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7735    6.8999    2.5160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5292    5.9562    0.5396 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1767   -2.4681    0.6768 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9391   -3.7497    1.2864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7156   -3.8040    2.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4629   -5.0608    3.3754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7318   -2.7335    3.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5139   -3.1709    2.9188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8594   -4.2690    1.5291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7642   -2.7403    1.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8256   -1.4604   -0.2374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5882   -4.3166   -1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2903   -3.1805   -3.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1151   -3.9938   -2.7779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7148   -2.1710   -3.9610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1014   -1.7349   -3.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6367   -1.0101   -2.6278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0411   -2.4280    0.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2209   -0.9976    0.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2399   -1.2552   -2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7530    0.0953   -2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    0.5652   -3.5732 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3468    1.7072   -3.2640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0001    2.2091   -2.9030 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7216   -0.5457   -0.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4738   -1.1586   -2.8862 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9024   -2.1879   -1.5646 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2669   -2.6277   -2.1082 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2533    0.4520    0.3978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9169   -1.0709    1.7030 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1608    0.0056    2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526   -2.9020    1.6724 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6413   -2.7568    3.4946 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7726   -2.7214    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6585   -0.9230    2.2202 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1482   -3.7013   -0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8074   -3.0557   -1.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4966   -3.8914   -0.8816 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0982   -1.3743   -0.9049 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8206   -0.5723   -1.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1557    0.0484   -0.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2455    1.2781   -1.4069 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9617    2.4564   -1.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9527    0.8707   -2.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0396    2.5692    1.3156 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1243    0.7987    1.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2755    3.7910   -0.2140 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5740    3.2810   -1.2484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0572    3.2114   -1.9558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9425    1.0699    1.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0730    1.8761    0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7679    0.5294   -0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0760    0.5703    0.8934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8032    2.4633   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8998    2.5719    2.0400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0843    4.5472    3.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    5.8454    0.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3881    6.6336   -0.4179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9867    7.5390    1.0411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6492    7.9106    2.1311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8235    6.7337    2.8178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0634    6.6550    3.3462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4133    6.6875   -0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1327   -1.6743    1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3661   -5.1869    3.4550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8965   -5.9294    2.8421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8197   -5.0071    4.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  6
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 27 29  1  0
 21 30  1  0
 30 31  1  6
 30 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  1  0
 35 36  1  6
 35 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  1  6
 38 41  1  0
 41 42  2  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  1  0
 45 47  1  0
 45 48  1  0
 11 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 51 53  2  0
 49  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
 37 13  1  0
 35 15  1  0
 30 17  1  0
 27 20  1  0
  9 61  1  0
  9 62  1  0
  9 63  1  0
  8 60  1  6
 11 64  1  1
 13 65  1  1
 14 66  1  0
 14 67  1  0
 16 68  1  0
 16 69  1  0
 16 70  1  0
 17 71  1  1
 18 72  1  0
 18 73  1  0
 19 74  1  0
 21 75  1  1
 22 76  1  0
 22 77  1  0
 23 78  1  6
 24 79  1  0
 25 80  1  1
 26 81  1  0
 28 82  1  0
 28 83  1  0
 28 84  1  0
 29 85  1  0
 29 86  1  0
 29 87  1  0
 31 88  1  0
 31 89  1  0
 31 90  1  0
 34 91  1  0
 34 92  1  0
 36 93  1  0
 36 94  1  0
 36 95  1  0
 37 96  1  1
 39 97  1  0
 39 98  1  0
 39 99  1  0
 40100  1  0
 43101  1  0
 44102  1  0
 46103  1  0
 46104  1  0
 46105  1  0
 47106  1  0
 47107  1  0
 47108  1  0
 48109  1  0
 49110  1  1
 52111  1  0
 52112  1  0
 52113  1  0
  5 57  1  6
  1 54  1  0
  1 55  1  0
  1 56  1  0
  6 58  1  1
  7 59  1  0
M  END


  Mrv1652309012223532D          

 53 57  0  0  0  0            999 V2000
   -5.5434   -1.6708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9127   -2.2027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1367   -1.9224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0579   -3.0148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4272   -3.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6512   -3.2663    0.0000 C   0  0  0  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  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
    2.6359   -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  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
   -2.5008   -1.3814    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
   -3.6585   -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
   -4.8371    0.4598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5262    1.2239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2153    1.9881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2904    1.5348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7620    0.9130    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0205   -3.7981    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1657   -4.6102    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5350   -5.1421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9417   -4.8905    0.0000 C   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
   -4.5724   -4.3587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3483   -4.6390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9790   -4.1072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7549   -4.3875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8338   -3.2951    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
  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
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 15 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 16 25  1  0  0  0  0
 12 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 10 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
  8 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  2  0  0  0  0
 38 36  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 40 42  1  0  0  0  0
 40 43  1  0  0  0  0
  6 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  1  0  0  0  0
  5 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0143194

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(OC2CC3(C)C4CC=C5C(CC(O)C(O)C5(C)C)C4(C)C(=O)CC3(C)C2C(C)(O)C(=O)C=CC(C)(C)O)C(OC(C)=O)C(OC(C)=O)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C40H60O13/c1-19-29(46)30(51-20(2)41)31(52-21(3)42)34(50-19)53-25-17-37(8)26-13-12-22-23(16-24(43)33(47)36(22,6)7)39(26,10)28(45)18-38(37,9)32(25)40(11,49)27(44)14-15-35(4,5)48/h12,14-15,19,23-26,29-34,43,46-49H,13,16-18H2,1-11H3

> <INCHI_KEY>
HBHXQUZCTLQSPY-UHFFFAOYSA-N

> <FORMULA>
C40H60O13

> <MOLECULAR_WEIGHT>
748.907

> <EXACT_MASS>
748.403391992

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
113

> <JCHEM_AVERAGE_POLARIZABILITY>
80.0726828434868

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(acetyloxy)-2-{[14-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,5-dihydroxy-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-13-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
2.082919338666665

> <ALOGPS_LOGS>
-4.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.190317508921648

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.660823200556834

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8062198882232217

> <JCHEM_POLAR_SURFACE_AREA>
206.34999999999997

> <JCHEM_REFRACTIVITY>
191.75600000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.59e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-2-{[14-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,5-dihydroxy-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-13-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 01-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   01-SEP-22         0                                  
HETATM    1  C   UNK     0     -10.348  -3.119   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.170  -4.112   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -7.722  -3.588   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -9.441  -5.628   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -8.264  -6.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.816  -6.097   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -6.545  -4.581   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.096  -4.058   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.822  -4.922   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.606  -3.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.237  -5.472   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.090  -4.248   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.567  -5.696   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.949  -5.967   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.942  -4.790   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.419  -3.342   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.412  -2.164   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.928  -2.436   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       4.920  -1.258   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.451  -3.884   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.967  -4.155   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.458  -5.061   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.600  -6.094   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.240  -6.586   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -0.097  -3.071   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.896  -1.893   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.620  -1.622   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       0.372  -0.445   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      -2.136  -1.351   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -3.129  -2.529   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.801  -1.143   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.668  -2.579   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -5.613  -1.363   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -6.829  -2.308   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -4.398  -0.418   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -6.559  -0.147   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      -5.978   1.280   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      -8.084  -0.358   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -9.029   0.858   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -8.449   2.285   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -7.869   3.711   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -9.875   2.865   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -7.022   1.704   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -5.638  -7.090   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0      -5.909  -8.606   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -4.732  -9.599   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -7.358  -9.129   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -7.629 -10.645   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -8.535  -8.136   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -9.983  -8.659   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -11.161  -7.667   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -12.609  -8.190   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0     -10.890  -6.151   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   49                                                  
CONECT    6    5    7   44                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   32                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   30                                             
CONECT   11   10                                                            
CONECT   12   10   13   25                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   22                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   15   23   24                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   16   12   26   27                                             
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   10   31   32                                             
CONECT   31   30                                                            
CONECT   32   30    8   33                                                  
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33   37   38                                                  
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41   42   43                                             
CONECT   41   40                                                            
CONECT   42   40                                                            
CONECT   43   40                                                            
CONECT   44    6   45                                                       
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47    5   50                                                  
CONECT   50   49   51                                                       
CONECT   51   50   52   53                                                  
CONECT   52   51                                                            
CONECT   53   51                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  114    0
END

View in JSmol

Synonyms

Value	Source
4-(Acetyloxy)-2-{[14-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,5-dihydroxy-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0,.0,]heptadec-7-en-13-yl]oxy}-5-hydroxy-6-methyloxan-3-yl acetic acid	Generator

Chemical Formula

C₄₀H₆₀O₁₃

Average Mass

748.9070 Da

Monoisotopic Mass

748.40339 Da

IUPAC Name

3-(acetyloxy)-2-{[14-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-4,5-dihydroxy-1,6,6,11,15-pentamethyl-17-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-13-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate

Traditional Name

CAS Registry Number

Not Available

SMILES

CC1OC(OC2CC3(C)C4CC=C5C(CC(O)C(O)C5(C)C)C4(C)C(=O)CC3(C)C2C(C)(O)C(=O)C=CC(C)(C)O)C(OC(C)=O)C(OC(C)=O)C1O

InChI Identifier

InChI=1S/C40H60O13/c1-19-29(46)30(51-20(2)41)31(52-21(3)42)34(50-19)53-25-17-37(8)26-13-12-22-23(16-24(43)33(47)36(22,6)7)39(26,10)28(45)18-38(37,9)32(25)40(11,49)27(44)14-15-35(4,5)48/h12,14-15,19,23-26,29-34,43,46-49H,13,16-18H2,1-11H3

InChI Key

HBHXQUZCTLQSPY-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
Datisca glomerata	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-hydroxy-delta-5-steroid
3-hydroxysteroid
2-hydroxysteroid
Hydroxysteroid
11-oxosteroid
Oxosteroid
Delta-5-steroid
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Oxane
Acyloin
Monosaccharide
Dicarboxylic acid or derivatives
Tertiary alcohol
Alpha,beta-unsaturated ketone
Alpha-hydroxy ketone
Cyclic alcohol
Acryloyl-group
Enone
Secondary alcohol
Carboxylic acid ester
Ketone
Carboxylic acid derivative
Organoheterocyclic compound
Oxacycle
Acetal
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Organooxygen compound
Hydrocarbon derivative
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	2.89	ALOGPS
logP	2.08	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	12.66	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	206.35 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	191.76 m³·mol⁻¹	ChemAxon
Polarizability	80.07 Å³	ChemAxon
Number of Rings	5	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

163034109

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate (NP0143194)

MOL for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

3D MOL for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

3D SDF for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

3D-SDF for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

PDB for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

3D PDB for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

SMILES for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

INCHI for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

Structure for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)

3D Structure for NP0143194 (3-(acetyloxy)-2-{[1-(2,6-dihydroxy-6-methyl-3-oxohept-4-en-2-yl)-7,8-dihydroxy-3a,6,6,9b,11a-pentamethyl-10-oxo-1h,2h,3h,3bh,4h,7h,8h,9h,9ah,11h-cyclopenta[a]phenanthren-2-yl]oxy}-5-hydroxy-6-methyloxan-4-yl acetate)