NP-MRD: Showing NP-Card for (1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate (NP0209521)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 06:57:54 UTC

Updated at

2022-09-05 06:57:54 UTC

NP-MRD ID

NP0209521

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate

Description

Bruceajavanone B belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17. (1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate is found in Brucea javanica. (1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate was first documented in 2010 (PMID: 20944100). Based on a literature review very few articles have been published on Bruceajavanone B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052208572D          

 48 53  0  0  1  0            999 V2000
    7.3640   -5.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322   -4.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201   -5.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -5.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -4.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762   -4.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7373   -3.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570   -3.8899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6646   -4.1193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0929   -4.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516   -3.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -3.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084   -4.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -3.9333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5671   -4.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -5.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0817   -5.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4883   -5.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4822    1.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 38 46  1  0  0  0  0
 46 47  1  1  0  0  0
 48 46  1  1  0  0  0
  8 48  1  0  0  0  0
 30 48  1  0  0  0  0
M  END

     RDKit          3D

102107  0  0  0  0  0  0  0  0999 V2000
   -3.1962    6.7238    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4844    5.4786    0.9841 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4247    4.4155    0.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1218    4.5196   -1.1055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7098    3.2336    0.6305 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1466    3.2309    1.7572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5849    2.0711   -0.1067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8984    0.9150    0.2976 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3116    0.7885   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0919   -0.4990   -0.3945 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9176   -1.2966   -1.6383 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4898   -1.3315    0.7155 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5113   -1.9294    1.3070 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8275   -1.6036    0.7235 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4911   -0.2562    0.0349 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.6224    0.1077   -0.7154 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6867    1.3570   -1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1534    1.2882   -1.9142 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9056    2.2305   -0.9823 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.2798    2.3437   -1.0889 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6965    1.7600    0.1406 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8306    2.6595    1.3518 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2519    0.3931    0.3211 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6246    0.0233   -1.6855 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4952   -0.8148   -1.4769 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1361   -1.2556   -2.7169 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2561   -2.5717   -3.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8481   -2.9957   -4.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7041   -3.4431   -2.2690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9612   -1.4016    1.0400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0309   -1.4300    2.5572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6281   -2.6856    0.6197 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9034   -2.7623   -0.7567 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5624   -3.8215   -1.5608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9350   -3.7341   -3.0105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9703   -4.7896   -1.0619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0083   -2.6823    1.2928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7975   -1.4750    0.9805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1116   -1.4920    1.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1371   -1.8943    3.1026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0597   -2.4637    0.9501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7546   -0.1521    1.4453 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6862    0.2574    2.1739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2374    0.6538    0.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9476    0.6938    0.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1076   -0.1293    0.9672 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1599    0.6306    2.2546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7373   -0.3055    0.4062 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.7002    7.5674    1.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2568    6.7211    0.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0439    6.9300   -0.4426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9745    5.4128    1.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5156    3.5603   -1.4786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4600    4.9514   -1.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9879    5.2165   -1.0166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5215    1.1402    1.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0106    1.6236   -0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1452    0.9862   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0091   -2.3925   -1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1335   -1.1521   -2.0347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4810   -0.9096   -2.5108 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4320   -2.6221    2.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1640   -2.3493    0.0043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5434   -1.4489    1.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3879    0.4409    0.9262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3865    0.4104    0.1121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4883    2.2333   -0.8902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1396    1.3556   -2.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2971    1.6129   -2.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4099    3.2285   -0.8481 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2101    2.1074    2.2441 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8083    3.0253    1.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5324    3.4916    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5496   -0.3218    0.8381 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6878   -0.0661   -0.5876 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1189    0.4676    1.0431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8720   -1.6454   -0.8553 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4305   -3.8797   -4.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0075   -2.1751   -5.1781 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7552   -3.2254   -4.4780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5108   -2.3997    2.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9894   -1.4593    3.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3240   -0.6500    2.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0982   -3.5816    1.0007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9695   -4.1304   -3.1662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9683   -2.6671   -3.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1999   -4.2420   -3.6532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5117   -3.5673    0.7759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9865   -3.0448    2.3247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0795   -1.6299   -0.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2125   -2.0840    3.6267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7887   -2.7956    3.3191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6668   -1.0784    3.6806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9905   -2.5020    1.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2053   -2.1582   -0.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5616   -3.4563    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9709    1.2086   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6145    1.2747   -0.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1491    0.8754    2.6783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7299    0.1826    3.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6060    1.6704    2.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9686   -0.6195   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  6
 10 15  1  0
 15 14  1  0
 14 13  1  0
 13 12  2  0
 12 30  1  0
 30 31  1  1
 30 32  1  0
 32 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 39 42  1  0
 42 43  2  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  1  1
 46 48  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 34 36  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 21 23  1  0
 48  8  1  0
 25 16  1  0
 21 19  1  0
 12 10  1  0
 48 30  1  0
 46 38  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  2 52  1  0
  4 53  1  0
  4 54  1  0
  4 55  1  0
  8 56  1  1
  9 57  1  0
  9 58  1  0
 11 59  1  0
 11 60  1  0
 11 61  1  0
 15 65  1  1
 14 63  1  0
 14 64  1  0
 13 62  1  0
 31 81  1  0
 31 82  1  0
 31 83  1  0
 32 84  1  1
 37 88  1  0
 37 89  1  0
 38 90  1  6
 40 91  1  0
 40 92  1  0
 40 93  1  0
 41 94  1  0
 41 95  1  0
 41 96  1  0
 44 97  1  0
 45 98  1  0
 47 99  1  0
 47100  1  0
 47101  1  0
 48102  1  6
 35 85  1  0
 35 86  1  0
 35 87  1  0
 16 66  1  1
 17 67  1  0
 17 68  1  0
 18 69  1  6
 25 77  1  1
 28 78  1  0
 28 79  1  0
 28 80  1  0
 19 70  1  1
 22 71  1  0
 22 72  1  0
 22 73  1  0
 23 74  1  0
 23 75  1  0
 23 76  1  0
M  END


  Mrv1652309052208572D          

 48 53  0  0  1  0            999 V2000
    7.3640   -5.5246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322   -4.8939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0201   -5.0391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7398   -5.8151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4883   -4.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6762   -4.5536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7686   -3.6325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2368   -3.0018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4247   -3.1470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8928   -2.5163    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5330   -3.2587    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1731   -1.7404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5218   -1.2340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8390   -1.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0683   -2.4895    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5619   -3.1408    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7373   -3.1140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4570   -3.8899    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6646   -4.1193    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0929   -4.7141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1364   -3.9216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9516   -3.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2958   -3.1121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1084   -4.3963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7912   -3.9333    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5671   -4.2136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7124   -5.0257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0817   -5.5576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4883   -5.3060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9853   -1.5952    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4534   -0.9645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2655   -0.8192    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7337   -0.1885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0140    0.5874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8261    0.7326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4822    1.2181    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0777   -0.6740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6095   -1.3047    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.4216   -1.1595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1376   -0.3850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1351   -0.7453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9534   -1.7902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7655   -1.6450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6731   -2.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8610   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3292   -2.0807    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.0489   -2.8566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171   -2.2259    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  6  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  6  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  6  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 12 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 32 33  1  6  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  2  0  0  0  0
 32 37  1  0  0  0  0
 38 37  1  1  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 39 41  1  0  0  0  0
 39 42  1  0  0  0  0
 42 43  2  0  0  0  0
 42 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 38 46  1  0  0  0  0
 46 47  1  1  0  0  0
 48 46  1  1  0  0  0
  8 48  1  0  0  0  0
 30 48  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0209521

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C(=O)O[C@@H]1C[C@@]2(C)[C@@H](CC=C2[C@]2(C)[C@@H](C[C@H]3C(C)(C)C(=O)C=C[C@]3(C)[C@@H]12)OC(C)=O)[C@@H]1C[C@H](O[C@@H]1OC(C)=O)[C@@H]1OC1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C39H54O9/c1-12-20(2)33(43)46-26-19-38(10)24(23-17-25(32-36(7,8)48-32)47-34(23)45-22(4)41)13-14-27(38)39(11)30(44-21(3)40)18-28-35(5,6)29(42)15-16-37(28,9)31(26)39/h12,14-16,23-26,28,30-32,34H,13,17-19H2,1-11H3/b20-12+/t23-,24-,25-,26+,28-,30+,31+,32-,34-,37-,38-,39+/m0/s1

> <INCHI_KEY>
VHSSRYWNDNRRKP-MQMQKFRZSA-N

> <FORMULA>
C39H54O9

> <MOLECULAR_WEIGHT>
666.852

> <EXACT_MASS>
666.376783319

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
102

> <JCHEM_AVERAGE_POLARIZABILITY>
73.89343564220567

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2S,7R,9R,10R,14S,15S,17R)-9-(acetyloxy)-14-[(2R,3S,5S)-2-(acetyloxy)-5-[(2S)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-17-yl (2E)-2-methylbut-2-enoate

> <JCHEM_LOGP>
6.138058898

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9608366655874376

> <JCHEM_POLAR_SURFACE_AREA>
117.73000000000002

> <JCHEM_REFRACTIVITY>
179.94880000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,7R,9R,10R,14S,15S,17R)-9-(acetyloxy)-14-[(2R,3S,5S)-2-(acetyloxy)-5-[(2S)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-17-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      13.746 -10.313   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.753  -9.135   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.238  -9.406   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.714 -10.855   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.245  -8.229   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       8.729  -8.500   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      10.768  -6.781   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       9.775  -5.603   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.259  -5.874   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.267  -4.697   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.595  -6.083   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.790  -3.249   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.574  -2.304   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.299  -3.168   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.727  -4.647   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.782  -5.863   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.243  -5.813   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.720  -7.261   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.241  -7.689   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.173  -8.800   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -0.255  -7.320   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -1.776  -7.083   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -0.552  -5.809   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.936  -8.206   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       5.210  -7.342   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       6.659  -7.865   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.930  -9.381   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.752 -10.374   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.378  -9.905   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.306  -2.978   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.313  -1.800   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.829  -1.529   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       8.836  -0.352   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       9.360   1.096   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      10.875   1.368   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       8.367   2.274   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      11.345  -1.258   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      12.338  -2.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      13.854  -2.164   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.323  -0.719   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      15.185  -1.391   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      14.846  -3.342   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      16.362  -3.071   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      14.323  -4.790   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      12.807  -5.061   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      11.814  -3.884   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      11.291  -5.332   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      10.299  -4.155   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   48                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   12   15                                             
CONECT   11   10                                                            
CONECT   12   10   13   30                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   25                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   21                                                       
CONECT   21   20   19   22   23                                             
CONECT   22   21                                                            
CONECT   23   21                                                            
CONECT   24   18   25                                                       
CONECT   25   24   16   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   12   31   32   48                                             
CONECT   31   30                                                            
CONECT   32   30   33   37                                                  
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   32   38                                                       
CONECT   38   37   39   46                                                  
CONECT   39   38   40   41   42                                             
CONECT   40   39                                                            
CONECT   41   39                                                            
CONECT   42   39   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   38   47   48                                             
CONECT   47   46                                                            
CONECT   48   46    8   30                                                  
MASTER        0    0    0    0    0    0    0    0   48    0  106    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₉H₅₄O₉

Average Mass

666.8520 Da

Monoisotopic Mass

666.37678 Da

IUPAC Name

(1R,2S,7R,9R,10R,14S,15S,17R)-9-(acetyloxy)-14-[(2R,3S,5S)-2-(acetyloxy)-5-[(2S)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-2,6,6,10,15-pentamethyl-5-oxotetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-3,11-dien-17-yl (2E)-2-methylbut-2-enoate

Traditional Name

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)O[C@@H]1C[C@@]2(C)[C@@H](CC=C2[C@]2(C)[C@@H](C[C@H]3C(C)(C)C(=O)C=C[C@]3(C)[C@@H]12)OC(C)=O)[C@@H]1C[C@H](O[C@@H]1OC(C)=O)[C@@H]1OC1(C)C

InChI Identifier

InChI=1S/C39H54O9/c1-12-20(2)33(43)46-26-19-38(10)24(23-17-25(32-36(7,8)48-32)47-34(23)45-22(4)41)13-14-27(38)39(11)30(44-21(3)40)18-28-35(5,6)29(42)15-16-37(28,9)31(26)39/h12,14-16,23-26,28,30-32,34H,13,17-19H2,1-11H3/b20-12+/t23-,24-,25-,26+,28-,30+,31+,32-,34-,37-,38-,39+/m0/s1

InChI Key

VHSSRYWNDNRRKP-MQMQKFRZSA-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
Brucea javanica	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as limonoids. These are highly oxygenated, modified terpenoids with a prototypical structure either containing or derived from a precursor with a 4,4,8-trimethyl-17-furanylsteroid skeleton. All naturally occurring citrus limonoids contain a furan ring attached to the D-ring, at C-17, as well as oxygen containing functional groups at C-3, C-4, C-7, C-16 and C-17.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Triterpenoids

Direct Parent

Limonoids

Alternative Parents

Substituents

Limonoid skeleton
Steroid ester
3-oxo-delta-1-steroid
3-oxosteroid
Oxosteroid
3-oxo-5-alpha-steroid
Delta-1-steroid
Steroid
Tricarboxylic acid or derivatives
Fatty acid ester
Cyclohexenone
Fatty acyl
Enoate ester
Tetrahydrofuran
Alpha,beta-unsaturated carboxylic ester
Cyclic ketone
Carboxylic acid ester
Ketone
Organoheterocyclic compound
Acetal
Carboxylic acid derivative
Oxacycle
Dialkyl ether
Oxirane
Ether
Organic oxygen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
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	6.14	ChemAxon
pKa (Strongest Basic)	-4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	117.73 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	179.95 m³·mol⁻¹	ChemAxon
Polarizability	73.89 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

24695740

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44582340

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Kim JA, Lau EK, Pan L, De Blanco EJ: NF-kappaB inhibitors from Brucea javanica exhibiting intracellular effects on reactive oxygen species. Anticancer Res. 2010 Sep;30(9):3295-300. [PubMed:20944100 ]
LOTUS database [Link]

Showing NP-Card for (1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate (NP0209521)

MOL for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

3D MOL for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

3D SDF for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

3D-SDF for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

PDB for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

3D PDB for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

SMILES for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

INCHI for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

Structure for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)

3D Structure for NP0209521 ((1s,3br,4r,5ar,9as,9br,10r,11as)-4-(acetyloxy)-1-[(2r,3s,5s)-2-(acetyloxy)-5-[(2s)-3,3-dimethyloxiran-2-yl]oxolan-3-yl]-3b,6,6,9a,11a-pentamethyl-7-oxo-1h,2h,4h,5h,5ah,9bh,10h,11h-cyclopenta[a]phenanthren-10-yl (2e)-2-methylbut-2-enoate)