NP-MRD: Showing NP-Card for 3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate (NP0211219)

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Record Information

Version

2.0

Created at

2022-09-05 09:23:46 UTC

Updated at

2022-09-05 09:23:46 UTC

NP-MRD ID

NP0211219

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate

Description

3-{2-[4-(2,6-Dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-1,4,4a,5,8,8a-hexahydronaphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]Decan-6-yl}propyl hexadecanoate belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units. 3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate is found in Iris tectorum. 3-{2-[4-(2,6-Dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-1,4,4a,5,8,8a-hexahydronaphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]Decan-6-yl}propyl hexadecanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1533004171519042D          

 76 79  0  0  0  0            999 V2000
    0.6043   11.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569   12.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259   11.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7785   11.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4475   11.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2001   11.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691   11.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6217   11.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2906   11.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0432   11.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7122   11.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648   11.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5484   12.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3010   12.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9700   12.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7226   12.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8062   13.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3916   11.9240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1442   12.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8132   11.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5658   12.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2348   11.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1511   10.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3985   10.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7296   10.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3149    9.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5623    9.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8201   10.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5727   10.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6564   11.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0156   12.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4501   11.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9874   11.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7005   12.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5264   13.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7057   13.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3725   12.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5518   12.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2909   13.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7011   14.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2864   15.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6966   16.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5216   16.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9363   15.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9318   16.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7568   16.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1716   16.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9966   16.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4113   15.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4068   16.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4614   15.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6303   16.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4141   16.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5831   17.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9682   17.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1372   18.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5223   19.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6913   20.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0764   20.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2454   21.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6305   21.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7995   22.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1847   23.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4009   23.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7860   23.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9550   24.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0511   14.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4659   13.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2261   14.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8159   13.9824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8114   15.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2216   16.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8068   16.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9818   16.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0466   16.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4568   16.8455    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 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
 24 25  1  4  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 42 41  1  4  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 41 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 61 60  1  4  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 51 67  1  0  0  0  0
 67 68  1  0  0  0  0
 39 68  1  0  0  0  0
 67 69  1  0  0  0  0
 69 70  2  0  0  0  0
 69 71  1  0  0  0  0
 71 72  2  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 72 75  1  0  0  0  0
 51 75  1  0  0  0  0
 75 76  2  0  0  0  0
M  END


  Mrv1533004171519042D          

 76 79  0  0  0  0            999 V2000
    0.6043   11.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569   12.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0259   11.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7785   11.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4475   11.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2001   11.8274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691   11.3446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6217   11.6826    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2906   11.1998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0432   11.5378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7122   11.0550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4648   11.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5484   12.2137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3010   12.5516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9700   12.0688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7226   12.4068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8062   13.2275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3916   11.9240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1442   12.2620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8132   11.7792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5658   12.1171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2348   11.6343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1511   10.8136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3985   10.4756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7296   10.9584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3149    9.6549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5623    9.3169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8201   10.3308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5727   10.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6564   11.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0156   12.2321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4501   11.2646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9874   11.9723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7005   12.3871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5264   13.1935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7057   13.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3725   12.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5518   12.6060    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2909   13.9903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7011   14.7060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2864   15.4192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6966   16.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5216   16.1376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9363   15.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9318   16.8534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7568   16.8560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1716   16.1429    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9966   16.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4113   15.4323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4068   16.8613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4614   15.4166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6303   16.2241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4141   16.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5831   17.2890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9682   17.8391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1372   18.6466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5223   19.1967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6913   20.0042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0764   20.5543    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2454   21.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6305   21.9119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7995   22.7194    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1847   23.2695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4009   23.0120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7860   23.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9550   24.3696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0511   14.7008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4659   13.9876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2261   14.6982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8159   13.9824    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8114   15.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2216   16.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8068   16.8402    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9818   16.8376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0466   16.1297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4568   16.8455    0.0000 O   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  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 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
 24 25  1  4  0  0  0
 24 26  1  0  0  0  0
 26 27  2  0  0  0  0
 23 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 30 33  1  0  0  0  0
 22 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 33 37  1  0  0  0  0
 37 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 42 41  1  4  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 43 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 48 50  1  0  0  0  0
 41 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 61 60  1  4  0  0  0
 61 62  2  0  0  0  0
 62 63  1  0  0  0  0
 63 64  1  0  0  0  0
 64 65  1  0  0  0  0
 65 66  1  0  0  0  0
 51 67  1  0  0  0  0
 67 68  1  0  0  0  0
 39 68  1  0  0  0  0
 67 69  1  0  0  0  0
 69 70  2  0  0  0  0
 69 71  1  0  0  0  0
 71 72  2  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 72 75  1  0  0  0  0
 51 75  1  0  0  0  0
 75 76  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0211219

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)OCCCC1C(CCC(C)(O)C11CCC(C1O)C1=CC(C=C(C)CCC=C(C)C)C2(CCCCCCCCCC=CCCCC)C(C1)C(=O)C=C(OC)C2=O)=C(C)C=O

> <INCHI_IDENTIFIER>
InChI=1S/C68H110O8/c1-9-11-13-15-17-19-21-23-25-27-29-31-33-40-63(71)76-46-36-39-59-57(54(6)51-69)41-44-66(7,74)68(59)45-42-58(64(68)72)55-48-56(47-53(5)38-35-37-52(3)4)67(60(49-55)61(70)50-62(75-8)65(67)73)43-34-32-30-28-26-24-22-20-18-16-14-12-10-2/h16,18,37,47-48,50-51,56,58-60,64,72,74H,9-15,17,19-36,38-46,49H2,1-8H3

> <INCHI_KEY>
RFQSRLURKANOJQ-UHFFFAOYSA-N

> <FORMULA>
C68H110O8

> <MOLECULAR_WEIGHT>
1055.62

> <EXACT_MASS>
1054.820070502

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
186

> <JCHEM_AVERAGE_POLARIZABILITY>
134.13465348499506

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-1,4,4a,5,8,8a-hexahydronaphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate

> <ALOGPS_LOGP>
9.32

> <JCHEM_LOGP>
17.562834126000002

> <ALOGPS_LOGS>
-7.10

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.78563753351688

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.078128368926091

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0352276320379703

> <JCHEM_POLAR_SURFACE_AREA>
127.20000000000002

> <JCHEM_REFRACTIVITY>
321.1184

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.32e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1H-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.128  21.988   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.533  22.619   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.782  21.717   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.187  22.348   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.435  21.447   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.840  22.078   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.089  21.177   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.494  21.808   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      11.743  20.906   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.147  21.537   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.396  20.636   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      15.801  21.267   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.957  22.799   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.362  23.430   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.611  22.529   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.016  23.159   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      20.172  24.691   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      21.264  22.258   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      22.669  22.889   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.918  21.988   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.323  22.619   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      26.572  21.717   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      26.415  20.185   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.011  19.554   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      23.762  20.456   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      24.855  18.022   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      23.450  17.392   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      27.664  19.284   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      29.069  19.915   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      29.225  21.447   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.896  22.833   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      30.707  21.027   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      27.976  22.348   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      29.308  23.123   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      28.983  24.628   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      27.451  24.784   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      26.829  23.375   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      25.297  23.531   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      26.676  26.115   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      27.442  27.451   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      26.668  28.782   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      27.434  30.119   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      28.974  30.124   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      29.748  28.792   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      29.739  31.460   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      31.279  31.465   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      32.054  30.133   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      33.594  30.138   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      34.368  28.807   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      34.359  31.474   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      25.128  28.778   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      25.443  30.285   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      26.906  30.765   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      27.222  32.273   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      26.074  33.300   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      26.389  34.807   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      25.242  35.834   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      25.557  37.341   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      24.409  38.368   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      24.725  39.875   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      23.577  40.902   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0      23.892  42.410   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0      22.745  43.436   0.000  0.00  0.00           C+0
HETATM   64  C   UNK     0      21.282  42.956   0.000  0.00  0.00           C+0
HETATM   65  C   UNK     0      20.134  43.983   0.000  0.00  0.00           C+0
HETATM   66  C   UNK     0      20.449  45.490   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      24.362  27.441   0.000  0.00  0.00           C+0
HETATM   68  C   UNK     0      25.136  26.110   0.000  0.00  0.00           C+0
HETATM   69  C   UNK     0      22.822  27.437   0.000  0.00  0.00           C+0
HETATM   70  O   UNK     0      22.056  26.100   0.000  0.00  0.00           O+0
HETATM   71  C   UNK     0      22.048  28.768   0.000  0.00  0.00           C+0
HETATM   72  C   UNK     0      22.814  30.104   0.000  0.00  0.00           C+0
HETATM   73  O   UNK     0      22.039  31.435   0.000  0.00  0.00           O+0
HETATM   74  C   UNK     0      20.499  31.430   0.000  0.00  0.00           C+0
HETATM   75  C   UNK     0      24.354  30.109   0.000  0.00  0.00           C+0
HETATM   76  O   UNK     0      25.119  31.445   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   33                                                  
CONECT   23   22   24   28                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26                                                            
CONECT   28   23   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32   33                                             
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   30   22   34   37                                             
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   39                                                  
CONECT   37   36   33   38                                                  
CONECT   38   37                                                            
CONECT   39   36   40   68                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   51                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   41   52   67   75                                             
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65                                                            
CONECT   67   51   68   69                                                  
CONECT   68   67   39                                                       
CONECT   69   67   70   71                                                  
CONECT   70   69                                                            
CONECT   71   69   72                                                       
CONECT   72   71   73   75                                                  
CONECT   73   72   74                                                       
CONECT   74   73                                                            
CONECT   75   72   51   76                                                  
CONECT   76   75                                                            
MASTER        0    0    0    0    0    0    0    0   76    0  158    0
END

View in JSmol

Synonyms

Value	Source
3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-1,4,4a,5,8,8a-hexahydronaphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoic acid	Generator

Chemical Formula

C₆₈H₁₁₀O₈

Average Mass

1055.6200 Da

Monoisotopic Mass

1054.82007 Da

IUPAC Name

3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-1,4,4a,5,8,8a-hexahydronaphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate

Traditional Name

3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1H-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)OCCCC1C(CCC(C)(O)C11CCC(C1O)C1=CC(C=C(C)CCC=C(C)C)C2(CCCCCCCCCC=CCCCC)C(C1)C(=O)C=C(OC)C2=O)=C(C)C=O

InChI Identifier

InChI=1S/C68H110O8/c1-9-11-13-15-17-19-21-23-25-27-29-31-33-40-63(71)76-46-36-39-59-57(54(6)51-69)41-44-66(7,74)68(59)45-42-58(64(68)72)55-48-56(47-53(5)38-35-37-52(3)4)67(60(49-55)61(70)50-62(75-8)65(67)73)43-34-32-30-28-26-24-22-20-18-16-14-12-10-2/h16,18,37,47-48,50-51,56,58-60,64,72,74H,9-15,17,19-36,38-46,49H2,1-8H3

InChI Key

RFQSRLURKANOJQ-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Iris tectorum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sesterterpenoids. These are terpenes composed of five consecutive isoprene units.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesterterpenoids

Direct Parent

Sesterterpenoids

Alternative Parents

Substituents

Sesterterpenoid
Cyclohexenone
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated aldehyde
Cyclic alcohol
Vinylogous ester
Tertiary alcohol
Enal
Carboxylic acid ester
Secondary alcohol
Ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aldehyde
Aliphatic homopolycyclic compound

Molecular Framework

Aliphatic homopolycyclic 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	9.32	ALOGPS
logP	17.56	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	14.08	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	127.2 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	321.12 m³·mol⁻¹	ChemAxon
Polarizability	134.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

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 3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate (NP0211219)

MOL for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

3D MOL for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

3D SDF for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

3D-SDF for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

PDB for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

3D PDB for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

SMILES for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

INCHI for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

Structure for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)

3D Structure for NP0211219 (3-{2-[4-(2,6-dimethylhepta-1,5-dien-1-yl)-6-methoxy-5,8-dioxo-4a-(pentadec-10-en-1-yl)-4,8a-dihydro-1h-naphthalen-2-yl]-1,10-dihydroxy-10-methyl-7-(1-oxopropan-2-ylidene)spiro[4.5]decan-6-yl}propyl hexadecanoate)