NP-MRD: Showing NP-Card for 3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate (NP0202709)

You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on NP-MRD.

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-04 21:58:48 UTC

Updated at

2022-09-04 21:58:48 UTC

NP-MRD ID

NP0202709

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate

Description

8-(Acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]Heptadecane-5,3'-pyran]-3-yl acetate belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups. 3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate is found in Aegiceras corniculatum and Penicillium simplicissimum. 8-(Acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]Heptadecane-5,3'-pyran]-3-yl acetate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191516102D          

 40 45  0  0  0  0            999 V2000
   -1.1808   -0.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -0.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2811   -1.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5136   -1.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217   -1.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770   -0.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1170   -1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -1.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -1.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710   -2.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1280   -0.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2488   -0.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189    0.4040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    0.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8509   -0.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488   -1.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -2.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9432   -2.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -3.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -3.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6099   -0.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7093   -1.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2695   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    0.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111    0.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117    1.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712    2.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718    2.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7302    1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515    0.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2223    0.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    0.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880   -0.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7874   -1.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -1.3369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1278   -1.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689   -1.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -1.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968   -2.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
  6 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
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
  6 31  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 24 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
M  END

     RDKit          3D

 72 77  0  0  0  0  0  0  0  0999 V2000
   -1.0928   -2.5853    0.4249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9886   -1.2994    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3317   -0.6722    0.1077 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6174   -0.4100    1.4562 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5551    0.5585    1.5735 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8395   -0.1578    1.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833    0.0882    2.7937 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1591   -1.1590    0.9500 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7887   -0.8527   -0.4150 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7687   -1.4334   -1.3694 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7835    0.6290   -0.4515 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7485    1.2943   -1.0005 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6025    1.2488    0.2074 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7225    2.6515    0.4644 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1633    3.5878   -0.2424 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.8901    1.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2461    1.6709    2.4912 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1549    1.8824    3.6514 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.7280   -0.4883 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7632    0.6708   -1.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8648    1.5119   -0.3910 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5864    2.8457   -0.0734 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8983    3.9123   -0.8954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5644    5.3009   -0.4689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4515    3.6277   -1.9622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9976    0.9369    0.3842 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2242   -0.5306   -0.0790 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6255   -0.5133   -1.4777 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6097   -1.2826   -1.9692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3445   -2.1981   -1.0980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2472   -2.8936   -1.5865 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9389   -2.1892    0.2251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3752   -1.0483    0.7730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4030    0.0730    0.8844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9164   -1.3325    2.1876 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3853   -1.4366   -0.5935 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4977   -2.8020   -0.4156 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4408   -3.7097   -1.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5562   -5.1623   -1.3204 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2797   -3.2299   -2.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0432   -3.1041    0.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2561   -3.2192    0.7120 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6575   -2.5298   -1.4138 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7988   -1.2410   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7279   -0.9355   -2.3426 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8723    2.3625   -1.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5853    0.7319   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2117    1.5346    2.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1454    2.2915    3.3672 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6886    2.7290    4.2464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1918    1.0495    4.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5315    1.7329   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0817    0.0524   -2.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8115    0.5414   -2.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3082    1.5982   -1.4449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116    5.9660   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6854    5.4439    0.6199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4252    5.6319   -0.8458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9183    0.9977    1.4636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9177    1.4530    0.0455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1882    0.1177   -2.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8846   -1.2477   -3.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3500   -0.3344    1.3147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6448    0.4704   -0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0933    0.8797    1.5474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384   -0.7104    2.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1940   -2.3769    2.4218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8430   -1.2364    2.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2105   -1.2907   -1.7099 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5665   -5.6020   -1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8054   -5.3979   -0.2862 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2943   -5.5684   -2.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 16  1  0
 16 14  1  0
 14 15  2  0
 13 14  1  1
 13 11  1  0
 11 12  2  3
 11  9  1  0
  9 10  1  6
  9  8  1  0
  8  6  1  0
  6  7  2  0
  6  5  1  0
  5  4  1  6
  3  4  1  1
  3 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 38 40  2  0
  3  2  1  0
  2  1  2  3
 27  2  1  6
 27 26  1  0
 26 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 23 25  2  0
 21 19  1  0
 19 20  1  6
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
  5 17  1  0
 19  3  1  0
  5 13  1  0
 33 27  1  0
 19 13  1  0
 36  9  1  0
 18 49  1  0
 18 50  1  0
 18 51  1  0
 17 48  1  1
 12 46  1  0
 12 47  1  0
 10 43  1  0
 10 44  1  0
 10 45  1  0
 36 69  1  6
 39 70  1  0
 39 71  1  0
 39 72  1  0
  1 41  1  0
  1 42  1  0
 26 59  1  0
 26 60  1  0
 21 55  1  6
 24 56  1  0
 24 57  1  0
 24 58  1  0
 20 52  1  0
 20 53  1  0
 20 54  1  0
 28 61  1  0
 29 62  1  0
 34 63  1  0
 34 64  1  0
 34 65  1  0
 35 66  1  0
 35 67  1  0
 35 68  1  0
M  END


  Mrv1533004191516102D          

 40 45  0  0  0  0            999 V2000
   -1.1808   -0.1970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4242   -0.5259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2811   -1.4161    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5136   -1.1264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0217   -1.7764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770   -0.4391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1170   -1.3549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9316   -1.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6190   -1.6146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3710   -2.4014    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1280   -0.9775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2488   -0.0773    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9189    0.4040    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4441    0.0572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2721    0.4052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8509   -0.5388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6488   -1.5162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1997   -2.1303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9432   -2.9144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4940   -3.5286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1359   -3.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6099   -0.8622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7093   -1.6812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2695   -0.3667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1701    0.4523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4111    0.7757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3117    1.5947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9712    2.0903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8718    2.9093    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7302    1.7669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7515    0.2801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2223    0.9131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9290    0.1289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6880   -0.1945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7874   -1.0135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5464   -1.3369    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1278   -1.5091    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3689   -1.1857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0192   -1.9329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4968   -2.0007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  2 14  1  0  0  0  0
  6 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
  9 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
 26 31  1  0  0  0  0
  6 31  1  0  0  0  0
 16 31  1  0  0  0  0
 31 32  1  0  0  0  0
 24 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 24 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0202709

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1OC(=O)C23C(=C)C4(C)OC(=O)C12OC1(C4OC(C)=O)C(=C)C2(CC(OC(C)=O)C31C)C=CC(=O)OC2(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C29H32O11/c1-13-24(8)20(37-17(5)31)28-14(2)26(11-10-19(32)38-23(26,6)7)12-18(36-16(4)30)25(28,9)27(13)21(33)35-15(3)29(27,40-28)22(34)39-24/h10-11,15,18,20H,1-2,12H2,3-9H3

> <INCHI_KEY>
YQYVCCPRXKJSEE-UHFFFAOYSA-N

> <FORMULA>
C29H32O11

> <MOLECULAR_WEIGHT>
556.564

> <EXACT_MASS>
556.19446185

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
72

> <JCHEM_AVERAGE_POLARIZABILITY>
54.25058369238747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate

> <ALOGPS_LOGP>
3.06

> <JCHEM_LOGP>
1.7293539493333316

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.359040568005431

> <JCHEM_POLAR_SURFACE_AREA>
140.73

> <JCHEM_REFRACTIVITY>
132.4808

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0      -2.204  -0.368   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.792  -0.982   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -0.525  -2.643   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       0.959  -2.103   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       1.907  -3.316   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.824  -0.820   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.085  -2.529   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.606  -2.285   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.156  -3.014   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.693  -4.483   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.239  -1.825   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.464  -0.144   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.715   0.754   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       0.829   0.107   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.375   0.756   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.455  -1.006   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.078  -2.830   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.106  -3.977   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.627  -5.440   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.656  -6.587   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.120  -5.758   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.872  -1.610   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.057  -3.138   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.103  -0.684   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.917   0.844   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.501   1.448   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.315   2.977   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.546   3.902   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.361   5.431   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.963   3.298   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.270   0.523   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.282   1.704   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.334   0.241   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       8.751  -0.363   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.936  -1.892   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      10.353  -2.496   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       7.705  -2.817   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       6.289  -2.213   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       5.636  -3.608   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.527  -3.735   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   14                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   14   31                                             
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   11   17                                             
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12    2    6   15                                             
CONECT   15   14   16                                                       
CONECT   16   15   17   22   31                                             
CONECT   17   16    9   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   16   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   33   38                                             
CONECT   25   24   26                                                       
CONECT   26   25   27   31                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
CONECT   31   26    6   16   32                                             
CONECT   32   31                                                            
CONECT   33   24   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   24   39   40                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   90    0
END

View in JSmol

Synonyms

Value	Source
8-(Acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1,.0,.0,]heptadecane-5,3'-pyran]-3-yl acetic acid	Generator
8-(Acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-3-yl acetic acid	Generator

Chemical Formula

C₂₉H₃₂O₁₁

Average Mass

556.5640 Da

Monoisotopic Mass

556.19446 Da

IUPAC Name

3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-2',6'-dihydro-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate

Traditional Name

3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate

CAS Registry Number

Not Available

SMILES

CC1OC(=O)C23C(=C)C4(C)OC(=O)C12OC1(C4OC(C)=O)C(=C)C2(CC(OC(C)=O)C31C)C=CC(=O)OC2(C)C

InChI Identifier

InChI=1S/C29H32O11/c1-13-24(8)20(37-17(5)31)28-14(2)26(11-10-19(32)38-23(26,6)7)12-18(36-16(4)30)25(28,9)27(13)21(33)35-15(3)29(27,40-28)22(34)39-24/h10-11,15,18,20H,1-2,12H2,3-9H3

InChI Key

YQYVCCPRXKJSEE-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
Aegiceras corniculatum	LOTUS Database	35616633
Penicillium simplicissimum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentacarboxylic acids and derivatives. These are carboxylic acids containing exactly five carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Pentacarboxylic acids and derivatives

Direct Parent

Pentacarboxylic acids and derivatives

Alternative Parents

Substituents

Pentacarboxylic acid or derivatives
Furopyran
Furofuran
1,4-dioxepane
Delta valerolactone
Dihydropyranone
Dioxepane
Delta_valerolactone
Oxepane
Gamma butyrolactone
Pyran
Oxane
Furan
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Organoheterocyclic compound
Ether
Oxacycle
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
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	3.06	ALOGPS
logP	1.73	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	140.73 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	132.48 m³·mol⁻¹	ChemAxon
Polarizability	54.25 Å³	ChemAxon
Number of Rings	6	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

76189029

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)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate (NP0202709)

MOL for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

3D MOL for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

3D SDF for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

3D-SDF for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

PDB for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

3D PDB for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

SMILES for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

INCHI for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

Structure for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)

3D Structure for NP0202709 (3-(acetyloxy)-2,2',2',9,13-pentamethyl-6,16-dimethylidene-6',11,15-trioxo-10,14,17-trioxaspiro[pentacyclo[7.6.1.1⁷,¹².0¹,¹².0²,⁷]heptadecane-5,3'-pyran]-8-yl acetate)