NP-MRD: Showing NP-Card for {11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate (NP0213684)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-05 12:44:34 UTC

Updated at

2022-09-05 12:44:34 UTC

NP-MRD ID

NP0213684

Secondary Accession Numbers

None

Natural Product Identification

Common Name

{11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate

Description

{11-Ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}methyl acetate belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom. {11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate is found in Consolida orientalis. {11-Ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}methyl acetate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171514252D          

 35 40  0  0  0  0            999 V2000
    0.4366   -3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5531   -2.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9484   -1.5670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871   -0.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482   -0.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    0.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5060    1.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968    1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5127    2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282    1.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801    0.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7844    0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3106    0.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115    0.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -0.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -0.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6107    0.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4310   -0.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7071   -1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889   -1.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746   -1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3898   -2.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570   -0.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011    0.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    1.2310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7666    1.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673   -1.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273   -2.5495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3586   -1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -1.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4273   -1.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -0.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5640   -1.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9441   -2.0676    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  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
  5 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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
  5 32  1  0  0  0  0
 15 32  1  0  0  0  0
 27 33  1  0  0  0  0
  3 33  1  0  0  0  0
 15 33  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END

     RDKit          3D

 76 81  0  0  0  0  0  0  0  0999 V2000
   -1.4961   -2.8035   -3.9013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1276   -1.3530   -3.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1286   -1.0642   -2.2080 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3771   -1.0951   -1.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6094   -0.3045   -0.3514 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.4908   -1.1325    0.5428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9080   -0.7155    1.7413 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4062   -0.4833    2.9649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2404    0.0328    4.1156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2042   -0.6808    3.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4176    0.9314   -0.6728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5516    2.1305   -0.5392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3529    1.8705   -1.4567 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7333    1.5528   -2.7398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5028    0.8486   -0.7805 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6552    1.5654   -0.2320 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9604    1.5700    1.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4815    1.7984    1.2669 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2317    0.5531    1.6600 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3108    0.4245    3.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6416    0.4283    3.4110 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5792   -0.6619    0.9807 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9915   -0.4301   -0.3346 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9671   -0.9504   -1.2631 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9325    0.9991   -0.8245 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9119    1.9486   -0.2030 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2289    1.6313   -0.4020 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331    2.7664   -0.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7273   -1.0833   -0.7279 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9910   -2.3155   -1.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3945   -1.2834    0.2382 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0951   -1.8233    1.4272 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4837   -3.0872    1.7365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2602   -0.0376    0.2270 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0822   -0.2737   -1.7328 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2502   -2.9947   -4.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9777   -3.4841   -3.2268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6127   -2.8714   -3.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8649   -0.7570   -4.2015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1388   -1.1358   -4.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6725   -2.1552   -1.4336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1705   -0.7518   -2.3545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4235   -1.4396   -0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0395   -2.1726    0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2894   -0.3472    3.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8451   -0.3379    5.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3201    1.1327    4.0757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7664    0.8555   -1.7226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3202    1.0525   -0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1348    2.2035    0.4848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0968    3.0511   -0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8662    2.8900   -1.5369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5285    2.0854   -2.9592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7004    2.6575   -0.5560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7327    0.7177    1.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4963    2.4712    1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7375    2.6582    1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2736    0.6280    1.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1203    1.3837    3.1041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8003    0.2384    4.4846 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2276   -0.3662    2.8626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9581   -1.0488    1.7967 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4317   -1.4204    0.9748 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8727   -0.6496   -0.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0440    1.1270   -1.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6260    2.9604   -0.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8923    2.6223   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2249    2.9840   -1.9004 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6530    3.6247   -0.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2181   -2.9266   -1.2381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0079   -2.1088   -0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0517   -3.7816    0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5235   -3.2681    1.9935 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0998   -3.3767    2.6787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2961    0.4936    1.1984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5064    0.0838   -2.5889 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  1
  6  7  1  0
  7  8  1  0
  8  9  1  0
  8 10  2  0
  5 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 15 13  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 26  1  0
 26 27  1  0
 27 28  1  0
 26 25  1  0
 25 23  1  0
 23 24  1  6
 23 22  1  0
 22 19  1  0
 19 20  1  0
 20 21  1  0
 23 29  1  0
 29 30  1  6
 29 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 29 35  1  0
 35  3  1  0
 34  5  1  0
 34 15  1  0
 35 15  1  0
 25 16  1  0
 19 18  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  2 39  1  0
  2 40  1  0
  4 41  1  0
  4 42  1  0
  6 43  1  0
  6 44  1  0
  9 45  1  0
  9 46  1  0
  9 47  1  0
 11 48  1  0
 11 49  1  0
 12 50  1  0
 12 51  1  0
 13 52  1  6
 14 53  1  0
 16 54  1  6
 17 55  1  0
 17 56  1  0
 18 57  1  1
 26 66  1  6
 28 67  1  0
 28 68  1  0
 28 69  1  0
 25 65  1  6
 24 64  1  0
 22 62  1  0
 22 63  1  0
 19 58  1  6
 21 59  1  0
 21 60  1  0
 21 61  1  0
 30 70  1  0
 31 71  1  6
 33 72  1  0
 33 73  1  0
 33 74  1  0
 34 75  1  1
 35 76  1  6
M  END


  Mrv1533004171514252D          

 35 40  0  0  0  0            999 V2000
    0.4366   -3.2557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5531   -2.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9484   -1.5670    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3871   -0.8573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7482   -0.0814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0810    0.3717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5060    1.0999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0968    1.8163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5127    2.5288    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7282    1.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9801    0.7437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7844    0.9753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3106    0.3360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1115    0.8157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1015   -0.5249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8839   -0.0973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6107    0.4679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4310   -0.2387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7071   -1.0844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0889   -1.6713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2746   -1.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3898   -2.3263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570   -0.6352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0011    0.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0373    1.2310    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7666    1.6980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3673   -1.7009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2273   -2.5495    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3586   -1.3613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -1.7470    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4273   -1.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4484   -0.4576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7907   -1.5023    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5640   -1.2893    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9441   -2.0676    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  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
  5 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
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 16 23  1  0  0  0  0
 23 24  1  0  0  0  0
 18 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 21 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 29 32  1  0  0  0  0
  5 32  1  0  0  0  0
 15 32  1  0  0  0  0
 27 33  1  0  0  0  0
  3 33  1  0  0  0  0
 15 33  1  0  0  0  0
 19 34  1  0  0  0  0
 34 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0213684

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1CC2(COC(C)=O)CCC(O)C34C5CC6C(OC)C5C(O)(CC6OC)C(O)(C(OC)C23)C14

> <INCHI_IDENTIFIER>
InChI=1S/C26H41NO8/c1-6-27-11-23(12-35-13(2)28)8-7-17(29)25-15-9-14-16(32-3)10-24(30,18(15)19(14)33-4)26(31,22(25)27)21(34-5)20(23)25/h14-22,29-31H,6-12H2,1-5H3

> <INCHI_KEY>
HZGBLPQTLOLOOX-UHFFFAOYSA-N

> <FORMULA>
C26H41NO8

> <MOLECULAR_WEIGHT>
495.613

> <EXACT_MASS>
495.283217284

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
53.18251188572177

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate

> <ALOGPS_LOGP>
-0.15

> <JCHEM_LOGP>
-1.6370112163333337

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.90582481793507

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.209243252705962

> <JCHEM_PKA_STRONGEST_BASIC>
9.325822452860722

> <JCHEM_POLAR_SURFACE_AREA>
117.92000000000002

> <JCHEM_REFRACTIVITY>
124.71529999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.58e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate

> <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       0.815  -6.077   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.032  -4.599   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       1.770  -2.925   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       0.723  -1.600   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.397  -0.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.151   0.694   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.944   2.053   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -0.181   3.390   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.957   4.720   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.359   3.398   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.830   1.388   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.331   1.821   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.313   0.627   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       5.808   1.523   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       3.923  -0.980   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.383  -0.182   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.740   0.873   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.271  -0.446   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.787  -2.024   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       7.633  -3.120   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.113  -2.739   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.328  -4.342   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       6.266  -1.186   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.469   0.198   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.536   2.298   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       8.898   3.170   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.419  -3.175   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.158  -4.759   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       2.536  -2.541   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       0.858  -3.261   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -0.798  -3.364   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       2.704  -0.854   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       3.343  -2.804   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      10.386  -2.407   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      11.096  -3.860   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   33                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11   32                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    5   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   32   33                                             
CONECT   16   15   17   23                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20   34                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23   27                                             
CONECT   22   21                                                            
CONECT   23   21   16   24                                                  
CONECT   24   23   18   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27   21   28   29   33                                             
CONECT   28   27                                                            
CONECT   29   27   30   32                                                  
CONECT   30   29   31                                                       
CONECT   31   30                                                            
CONECT   32   29    5   15                                                  
CONECT   33   27    3   15                                                  
CONECT   34   19   35                                                       
CONECT   35   34                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

View in JSmol

Synonyms

Value	Source
{11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-13-yl}methyl acetic acid	Generator
{11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetic acid	Generator

Chemical Formula

C₂₆H₄₁NO₈

Average Mass

495.6130 Da

Monoisotopic Mass

495.28322 Da

IUPAC Name

{11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate

Traditional Name

{11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate

CAS Registry Number

Not Available

SMILES

CCN1CC2(COC(C)=O)CCC(O)C34C5CC6C(OC)C5C(O)(CC6OC)C(O)(C(OC)C23)C14

InChI Identifier

InChI=1S/C26H41NO8/c1-6-27-11-23(12-35-13(2)28)8-7-17(29)25-15-9-14-16(32-3)10-24(30,18(15)19(14)33-4)26(31,22(25)27)21(34-5)20(23)25/h14-22,29-31H,6-12H2,1-5H3

InChI Key

HZGBLPQTLOLOOX-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
Consolida orientalis	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aconitane-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the hexacyclic aconitane skeleton. These compounds have no oxygen functionality at the C7 atom.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Aconitane-type diterpenoid alkaloids

Alternative Parents

Substituents

Aconitane-type diterpenoid alkaloid
Quinolidine
Alkaloid or derivatives
Azepane
Piperidine
Tertiary alcohol
Cyclic alcohol
Amino acid or derivatives
Carboxylic acid ester
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Polyol
Dialkyl ether
Monocarboxylic acid or derivatives
Ether
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxide
Amine
Alcohol
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	-0.15	ALOGPS
logP	-1.6	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	12.21	ChemAxon
pKa (Strongest Basic)	9.33	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	117.92 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	124.72 m³·mol⁻¹	ChemAxon
Polarizability	53.18 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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 {11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate (NP0213684)

MOL for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

3D MOL for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

3D SDF for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

3D-SDF for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

PDB for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

3D PDB for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

SMILES for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

INCHI for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

Structure for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)

3D Structure for NP0213684 ({11-ethyl-8,9,16-trihydroxy-4,6,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}methyl acetate)