NP-MRD: Showing NP-Card for 20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate (NP0218940)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 19:45:56 UTC

Updated at

2022-09-05 19:45:56 UTC

NP-MRD ID

NP0218940

Secondary Accession Numbers

None

Natural Product Identification

Common Name

20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate

Description

19-(Acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]Icosan-20-yl acetate belongs to the class of organic compounds known as 11-oxosteroids. These are steroid derivatives carrying a C=O group at the 11-position of the steroid skeleton. 20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate is found in Turraea wakefieldii. 19-(Acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]Icosan-20-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004261501582D          

 39 45  0  0  0  0            999 V2000
    1.5412   -3.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9765   -2.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -3.2115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -1.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -0.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1641   -0.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153   -1.7344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -2.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2552   -3.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247   -2.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314   -0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110   -0.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7290    0.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2711    1.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    0.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5815    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    1.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0587    0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446    0.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340   -0.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0954   -1.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8918   -1.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6005   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.1647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292    0.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7269    1.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533    0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761    1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2902    1.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2447    2.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266   -0.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1420   -1.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979   -2.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086   -1.5751    0.0000 C   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  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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
 11 17  1  0  0  0  0
 15 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
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 18 33  1  0  0  0  0
 33 34  2  0  0  0  0
 13 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 35 39  1  0  0  0  0
M  END

     RDKit          3D

 75 81  0  0  0  0  0  0  0  0999 V2000
    0.6525    4.6042   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0831    3.2634   -1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6405    3.0085   -1.9940 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2408    2.1878   -0.2075 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2921    0.9412   -0.3624 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3955    0.5348    0.5574 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4302    1.5240    0.3889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0393    2.1802    1.3985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0881    3.1763    1.1271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7365    1.9666    2.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9992   -0.7380    0.0033 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6201   -0.3781   -1.3202 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9897   -1.3719    0.9265 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3496   -1.5156    0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3882   -0.6326    0.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4818   -1.1009   -0.1226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0949   -2.2094   -0.6859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8654   -2.5082   -0.4430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4200   -2.6965    1.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4269   -3.0659    0.3243 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6773   -2.8555   -1.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0169   -1.8155   -0.2332 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3786   -1.4989   -0.4859 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7666   -2.3213   -1.7463 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2115   -2.1099    0.5770 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7529   -2.4948    1.6051 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6418   -2.1845    0.2242 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1075   -0.7567    0.2199 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2587   -0.5741   -0.7376 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5485   -0.1417   -0.0260 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6134   -1.8329   -1.4996 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8445    0.3938   -1.5878 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9053    1.1980   -0.9737 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4296    2.3448   -0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6820    2.4207    1.0307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5864    3.3488    1.7825 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0037    1.1047    1.2723 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1134    0.3025    0.0001 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7891   -0.0598   -0.6156 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4543    4.7958   -1.6253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1611    5.3367   -1.1332 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9623    4.8607    0.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8808    1.0192   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2247    0.4392    1.6017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9884    3.0141    1.7686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6909    4.1737    1.4259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3546    3.2499    0.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8500   -0.5415   -2.1396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8832    0.6990   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4516   -1.0327   -1.6370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1233   -0.7774    1.8644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3770    0.2973    1.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4611   -0.6823   -0.2021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3570   -3.3859   -0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8819   -2.5796    2.3418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1915   -3.4619    1.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7260   -3.8854    0.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5672   -1.8040   -2.3099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9937   -3.3572   -1.4912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1223   -2.3394   -2.4211 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7707   -2.6654   -0.7771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1387   -2.8368    0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5914   -0.6606    1.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2863    0.3224    0.9701 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0890   -1.0720    0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1215    0.5247   -0.6687 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6209   -1.6130   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8036   -2.6612   -0.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9477   -2.0665   -2.3255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2466    1.5453   -1.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2393    3.3051   -0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5384    2.3498   -0.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    1.1814    1.7193 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6404    0.6487    2.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0257    0.0228   -1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  6 11  1  0
 11 12  1  6
 11 13  1  0
 13 19  1  0
 19 20  1  0
 20 21  1  0
 22 21  1  6
 22 23  1  0
 23 24  1  6
 23 39  1  0
 39 38  1  0
 38 37  1  1
 37 35  1  0
 35 36  2  0
 35 34  1  0
 34 33  1  0
 33 32  1  0
 32 29  1  0
 29 30  1  0
 29 31  1  0
 29 28  1  0
 28 27  1  0
 27 25  1  0
 25 26  2  0
 13 14  1  0
 14 18  2  0
 18 17  1  0
 17 16  1  0
 16 15  2  0
 39  5  1  0
 33 38  1  0
 15 14  1  0
 22 11  1  0
 25 23  1  0
 22 20  1  0
 28 38  1  0
  1 40  1  0
  1 41  1  0
  1 42  1  0
  5 43  1  6
  6 44  1  1
  9 45  1  0
  9 46  1  0
  9 47  1  0
 12 48  1  0
 12 49  1  0
 12 50  1  0
 13 51  1  1
 19 55  1  0
 19 56  1  0
 20 57  1  6
 24 58  1  0
 24 59  1  0
 24 60  1  0
 39 75  1  6
 37 73  1  0
 37 74  1  0
 34 71  1  0
 34 72  1  0
 33 70  1  6
 30 64  1  0
 30 65  1  0
 30 66  1  0
 31 67  1  0
 31 68  1  0
 31 69  1  0
 28 63  1  1
 27 61  1  0
 27 62  1  0
 18 54  1  0
 16 53  1  0
 15 52  1  0
M  END


  Mrv1533004261501582D          

 39 45  0  0  0  0            999 V2000
    1.5412   -3.4334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9765   -2.6591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6523   -3.2115    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9583   -1.5776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3500   -0.6785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1641   -0.8121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1153   -1.7344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0792   -2.6383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2552   -3.6024    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247   -2.2491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6869   -0.1739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2314   -0.7822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110   -0.1354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7290    0.6603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0397    1.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2711    1.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3956    0.5980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5815    0.7316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8711    1.6629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0587    0.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2446    0.2270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340   -0.2262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -1.0218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0954   -1.7348    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8918   -1.0604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6005   -0.2885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0888    0.1647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1292    0.9604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7269    1.1188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0069    1.8181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9533    0.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4761    1.6371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2902    1.5035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2447    2.3973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0266   -0.7794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8507   -0.7409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1420   -1.5128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4979   -2.0283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086   -1.5751    0.0000 C   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  2  0  0  0  0
  8 10  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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
 11 17  1  0  0  0  0
 15 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
  5 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  1  0  0  0  0
 21 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 18 33  1  0  0  0  0
 33 34  2  0  0  0  0
 13 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 35 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0218940

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC1C(OC(C)=O)C2(C)C(CC3OC23C2(C)C1C13CC(=O)CC1OC(C)(C)C3CC2=O)C1=COC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C30H36O9/c1-14(31)36-23-24-28(6,20(34)11-19-26(3,4)38-21-9-17(33)12-29(19,21)24)30-22(39-30)10-18(16-7-8-35-13-16)27(30,5)25(23)37-15(2)32/h7-8,13,18-19,21-25H,9-12H2,1-6H3

> <INCHI_KEY>
PVWOAELREUNHIO-UHFFFAOYSA-N

> <FORMULA>
C30H36O9

> <MOLECULAR_WEIGHT>
540.609

> <EXACT_MASS>
540.235932739

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.35011008032518

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate

> <ALOGPS_LOGP>
3.46

> <JCHEM_LOGP>
1.9990253563333338

> <ALOGPS_LOGS>
-3.94

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.2684199583009

> <JCHEM_PKA_STRONGEST_ACIDIC>
17.570885345138247

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8392867887641877

> <JCHEM_POLAR_SURFACE_AREA>
121.64

> <JCHEM_REFRACTIVITY>
133.5015

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.19e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-APR-15         0                                  
HETATM    1  C   UNK     0       2.877  -6.409   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.689  -4.964   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       4.951  -5.995   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.655  -2.945   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.387  -1.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.906  -1.516   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       5.815  -3.238   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       5.748  -4.925   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.076  -6.724   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.339  -4.198   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.882  -0.325   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       7.899  -1.460   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.421  -0.253   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.828   1.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.541   2.079   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       6.106   2.639   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       6.338   1.116   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.819   1.366   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       5.359   3.104   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.843   0.174   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.323   0.424   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.610  -0.422   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.203  -1.907   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.045  -3.238   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       1.665  -1.979   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.121  -0.539   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.166   0.307   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.241   1.793   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.357   2.088   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.013   3.394   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       1.779   1.865   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.755   3.056   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.275   2.806   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       4.190   4.475   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.383  -1.455   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      10.921  -1.383   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      11.465  -2.824   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      10.263  -3.786   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       8.976  -2.940   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   20                                                  
CONECT    6    5    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    6   12   13   17                                             
CONECT   12   11                                                            
CONECT   13   11   14   35                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15   17                                                       
CONECT   17   16   11   15   18                                             
CONECT   18   17   19   20   33                                             
CONECT   19   18                                                            
CONECT   20   18    5   21                                                  
CONECT   21   20   22   26   31                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   21   27                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30   31                                             
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   28   21   32                                                  
CONECT   32   31   33                                                       
CONECT   33   32   18   34                                                  
CONECT   34   33                                                            
CONECT   35   13   36   39                                                  
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   35                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   90    0
END

View in JSmol

Synonyms

Value	Source
19-(Acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0,.0,.0,.0,]icosan-20-yl acetic acid	Generator
19-(Acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-20-yl acetic acid	Generator

Chemical Formula

C₃₀H₃₆O₉

Average Mass

540.6090 Da

Monoisotopic Mass

540.23593 Da

IUPAC Name

20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate

Traditional Name

20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate

CAS Registry Number

Not Available

SMILES

CC(=O)OC1C(OC(C)=O)C2(C)C(CC3OC23C2(C)C1C13CC(=O)CC1OC(C)(C)C3CC2=O)C1=COC=C1

InChI Identifier

InChI=1S/C30H36O9/c1-14(31)36-23-24-28(6,20(34)11-19-26(3,4)38-21-9-17(33)12-29(19,21)24)30-22(39-30)10-18(16-7-8-35-13-16)27(30,5)25(23)37-15(2)32/h7-8,13,18-19,21-25H,9-12H2,1-6H3

InChI Key

PVWOAELREUNHIO-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
Turraea wakefieldii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 11-oxosteroids. These are steroid derivatives carrying a C=O group at the 11-position of the steroid skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Steroids and steroid derivatives

Sub Class

Oxosteroids

Direct Parent

11-oxosteroids

Alternative Parents

Substituents

11-oxosteroid
Naphthopyran
Naphthalene
Dicarboxylic acid or derivatives
Pyran
Oxane
Furan
Heteroaromatic compound
Tetrahydrofuran
Carboxylic acid ester
Ketone
Cyclic ketone
Carboxylic acid derivative
Dialkyl ether
Oxirane
Ether
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic 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	3.46	ALOGPS
logP	2	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	17.57	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	121.64 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	133.5 m³·mol⁻¹	ChemAxon
Polarizability	55.35 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate (NP0218940)

MOL for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

3D MOL for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

3D SDF for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

3D-SDF for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

PDB for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

3D PDB for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

SMILES for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

INCHI for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

Structure for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)

3D Structure for NP0218940 (20-(acetyloxy)-17-(furan-3-yl)-8,8,12,18-tetramethyl-4,11-dioxo-7,14-dioxahexacyclo[10.8.0.0²,⁶.0²,⁹.0¹³,¹⁵.0¹³,¹⁸]icosan-19-yl acetate)