NP-MRD: Showing NP-Card for [(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate (NP0267379)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-08 12:08:48 UTC

Updated at

2022-09-08 12:08:49 UTC

NP-MRD ID

NP0267379

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

Description

Geyerline 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. [(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate is found in Delphinium geyeri. [(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate was first documented in 2004 (PMID: 15387663). Based on a literature review a small amount of articles have been published on Geyerline (PMID: 23664180) (PMID: 22849693) (PMID: 19012276).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082214082D          

 51 58  0  0  1  0            999 V2000
   -0.5835    1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701    0.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -0.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6588   -0.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975   -1.5822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9420   -2.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5089   -2.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945   -2.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -2.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -3.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9464   -4.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2436   -5.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -5.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766   -4.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793   -3.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972   -3.2840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820   -2.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9444   -1.7775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -2.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9152   -2.5547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7117   -2.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6212   -3.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3479   -3.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658   -2.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -2.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2651   -1.9996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6067   -2.8872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -3.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0555   -1.1386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7448   -0.1610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3214    0.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4391    0.9016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3127   -0.3021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5438    0.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165    0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024   -1.2058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2286   -0.1963    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4567    0.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6610   -0.5791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4948   -0.3028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1037    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2126    1.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9783    0.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3846   -1.4246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5644   -2.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378   -1.5663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3108   -1.0284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9548   -1.7699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7174   -2.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5813   -2.3684    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  6  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30  3  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 36 33  1  1  0  0  0
  5 36  1  0  0  0  0
 29 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
 40 45  1  0  0  0  0
 45 46  1  1  0  0  0
 47 46  1  1  0  0  0
 29 47  1  0  0  0  0
 48 47  1  1  0  0  0
 37 48  1  0  0  0  0
 48 49  1  0  0  0  0
 45 49  1  0  0  0  0
 49 50  1  6  0  0  0
 50 51  1  0  0  0  0
M  END

     RDKit          3D

101108  0  0  0  0  0  0  0  0999 V2000
    0.5557   -1.4880    3.6554 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4939   -0.1482    2.9722 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2385   -0.1529    1.5969 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2019   -0.6706    0.7451 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1158   -0.2859   -0.6930 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6058   -1.3542   -1.6243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0069   -1.6125   -1.3016 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686   -2.5780   -2.0220 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9583   -3.1560   -2.9205 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0373   -2.9828   -1.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5576   -4.0083   -2.6797 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8453   -4.4650   -2.5967 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7223   -3.9187   -1.6723 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2529   -2.9338   -0.8744 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9204   -2.4592   -0.9577 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5201   -1.4195   -0.0821 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7957   -1.5614    1.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0279   -2.5121    1.4707 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0525   -0.3965    2.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7764    0.5887    1.1482 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0397    1.8986    1.1963 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7841   -0.0180   -0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9885    0.5964   -1.2646 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0317    0.9122   -0.9271 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664    1.8891    0.1367 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215    2.2926   -0.1251 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0613    3.2684    0.8000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0401    4.5315    0.1703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490    1.2080   -0.1532 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9535    0.4091    1.1015 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9108   -0.6498    0.6223 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1411   -1.6699    1.5098 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1196   -1.1684   -0.6121 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9746   -1.7076   -1.5269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9381   -3.0817   -1.6410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3381    0.0390   -1.0621 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2470   -0.1517    0.1498 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.8824   -1.3155   -0.3727 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0353    0.3097    1.3012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8856    1.5290    1.0699 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.1850    1.1449    0.6584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3276    1.5291    1.3387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7037    1.1321    0.9171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1888    2.2481    2.3610 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026    2.4242    0.0002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8022    2.6369    0.2986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0533    1.7869   -0.6669 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0837    0.7463   -1.0154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3155    1.6341   -1.2664 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.4137    0.7884   -1.3701 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0376    0.8584   -2.6112 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5945   -1.9148    3.6160 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3903   -1.3136    4.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2036   -2.2062    3.3544 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5177    0.3074    3.1358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1755    0.5034    3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2037   -0.3605    1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2697   -1.8020    0.7669 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0739   -2.3085   -1.5083 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5625   -1.0459   -2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8676   -4.4259   -3.3939 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2337   -5.2518   -3.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7427   -4.2525   -1.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8773   -2.4687   -0.1385 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7437   -0.7755    2.8276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1358   -0.0047    2.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8051    0.7311    1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7726    2.6936    1.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5398    2.1299    0.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2932    1.9108    2.0217 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8575    1.3775   -1.9125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0516    0.5369   -0.7780 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8435    1.6198    1.1610 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2631    2.8298   -0.0594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2903    2.7875   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2198    5.2912    0.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0918    4.6746   -0.1987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6748    4.5490   -0.6580 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3665    1.0339    1.9113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9158   -1.4409    2.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5197   -1.9861   -0.1778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1933   -3.5128   -0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9197   -3.4032   -1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6875   -3.4446   -2.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4537    0.2730   -2.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0259   -1.9593    0.3752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    0.5508    2.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7227   -0.4902    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0089    2.1516    1.9795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4101    1.9751    0.9762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7093    0.6474   -0.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0340    0.3478    1.6533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8645    3.3505   -0.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6617    3.7382    0.1752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6760    2.4330    1.3538 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8203    2.3757   -1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9072    0.2856   -1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1108    2.2185   -2.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8947    0.1329   -2.5516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5045    1.8484   -2.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4093    0.5279   -3.4395 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  6
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  2  0
  5 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 29 26  1  1
 29 47  1  0
 47 46  1  0
 46 45  1  0
 45 49  1  0
 49 50  1  0
 50 51  1  0
 49 48  1  0
 48 37  1  0
 37 38  1  6
 37 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 42 44  2  0
 37 31  1  0
 31 32  1  1
 31 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  1  0
 31 30  1  0
 30  3  1  0
 36  5  1  0
 15 10  1  0
 22 16  1  0
 36 29  1  0
 30 29  1  0
 48 47  1  0
 40 45  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  2 55  1  0
  2 56  1  0
  4 57  1  0
  4 58  1  0
  6 59  1  0
  6 60  1  0
 11 61  1  0
 12 62  1  0
 13 63  1  0
 14 64  1  0
 19 65  1  0
 19 66  1  0
 20 67  1  1
 21 68  1  0
 21 69  1  0
 21 70  1  0
 24 71  1  0
 24 72  1  0
 25 73  1  0
 25 74  1  0
 26 75  1  6
 28 76  1  0
 28 77  1  0
 28 78  1  0
 47 96  1  6
 46 94  1  0
 46 95  1  0
 45 93  1  6
 49 98  1  6
 51 99  1  0
 51100  1  0
 51101  1  0
 48 97  1  6
 38 86  1  0
 39 87  1  0
 39 88  1  0
 40 89  1  1
 43 90  1  0
 43 91  1  0
 43 92  1  0
 32 80  1  0
 33 81  1  1
 35 82  1  0
 35 83  1  0
 35 84  1  0
 36 85  1  6
 30 79  1  1
M  END


  Mrv1652309082214082D          

 51 58  0  0  1  0            999 V2000
   -0.5835    1.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4701    0.8538    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0976   -0.0965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6588   -0.8063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2975   -1.5822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.9420   -2.1333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5089   -2.7426    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2945   -2.9840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8805   -2.3795    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4642   -3.7989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9464   -4.4411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2436   -5.2107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0587   -5.3380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5766   -4.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2793   -3.9262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7972   -3.2840    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820   -2.4876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9444   -1.7775    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2730   -2.0368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9152   -2.5547    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.7117   -2.3395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6212   -3.3255    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3479   -3.8175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0658   -2.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7386   -2.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2651   -1.9996    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6067   -2.8872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4757   -3.7596    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0555   -1.1386    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7448   -0.1610    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3214    0.0376    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4391    0.9016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3127   -0.3021    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5438    0.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4165    0.4377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4024   -1.2058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2286   -0.1963    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4567    0.6684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0429    0.0078    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6610   -0.5791    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4948   -0.3028    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1037    0.3168    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2126    1.1519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9783    0.3657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3846   -1.4246    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5644   -2.1314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8378   -1.5663    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.3108   -1.0284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9548   -1.7699    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7174   -2.2899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5813   -2.3684    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  6  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
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  1  0  0  0
 20 22  1  0  0  0  0
 16 22  1  0  0  0  0
 22 23  2  0  0  0  0
  5 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  1  0  0  0
 27 28  1  0  0  0  0
 26 29  1  0  0  0  0
 29 30  1  1  0  0  0
 30  3  1  6  0  0  0
 30 31  1  0  0  0  0
 31 32  1  6  0  0  0
 31 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 36 33  1  1  0  0  0
  5 36  1  0  0  0  0
 29 36  1  0  0  0  0
 31 37  1  0  0  0  0
 37 38  1  6  0  0  0
 37 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 42 44  2  0  0  0  0
 40 45  1  0  0  0  0
 45 46  1  1  0  0  0
 47 46  1  1  0  0  0
 29 47  1  0  0  0  0
 48 47  1  1  0  0  0
 37 48  1  0  0  0  0
 48 49  1  0  0  0  0
 45 49  1  0  0  0  0
 49 50  1  6  0  0  0
 50 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0267379

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@]2(COC(=O)C3=CC=CC=C3N3C(=O)C[C@H](C)C3=O)CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC(C)=O)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14

> <INCHI_IDENTIFIER>
InChI=1S/C38H50N2O11/c1-7-39-17-35(18-50-33(44)21-10-8-9-11-24(21)40-27(42)14-19(2)32(40)43)13-12-26(47-4)37-23-15-22-25(51-20(3)41)16-36(45,28(23)29(22)48-5)38(46,34(37)39)31(49-6)30(35)37/h8-11,19,22-23,25-26,28-31,34,45-46H,7,12-18H2,1-6H3/t19-,22+,23+,25-,26-,28+,29-,30+,31-,34-,35-,36+,37-,38+/m0/s1

> <INCHI_KEY>
JBEXWLNBXSCEPW-RYCHYCMYSA-N

> <FORMULA>
C38H50N2O11

> <MOLECULAR_WEIGHT>
710.821

> <EXACT_MASS>
710.341460438

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
101

> <JCHEM_AVERAGE_POLARIZABILITY>
75.53877460370583

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

> <JCHEM_LOGP>
0.3161920479999994

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
8

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.992994891980459

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.218982611191388

> <JCHEM_PKA_STRONGEST_BASIC>
9.658283273122105

> <JCHEM_POLAR_SURFACE_AREA>
161.37

> <JCHEM_REFRACTIVITY>
180.00949999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -1.089   3.193   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.878   1.594   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.182  -0.180   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.230  -1.505   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.555  -2.953   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.758  -3.982   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.817  -5.119   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.283  -5.570   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.377  -4.442   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -4.600  -7.091   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.633  -8.290   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.188  -9.727   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.710  -9.964   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.676  -8.766   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.121  -7.329   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -7.088  -6.130   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -6.686  -4.643   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -5.496  -3.318   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      -7.976  -3.802   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -9.175  -4.769   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -10.662  -4.367   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -8.626  -6.208   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -9.983  -7.126   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -0.123  -4.494   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.379  -4.926   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.361  -3.733   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       2.999  -5.389   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.755  -7.018   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.970  -2.125   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       1.390  -0.301   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       2.467   0.070   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       2.686   1.683   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       0.584  -0.564   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.015   0.383   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -2.644   0.817   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       0.751  -2.251   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.160  -0.366   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0       4.586   1.248   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0       5.680   0.015   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       6.834  -1.081   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       8.390  -0.565   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       9.527   0.591   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       9.730   2.150   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      11.160   0.683   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0       6.318  -2.659   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0       4.787  -3.979   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0       3.431  -2.924   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       4.314  -1.920   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       5.516  -3.304   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       6.939  -4.275   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0       8.552  -4.421   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   30                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   24   36                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   16   23                                                  
CONECT   23   22                                                            
CONECT   24    5   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26   30   36   47                                             
CONECT   30   29    3   31                                                  
CONECT   31   30   32   33   37                                             
CONECT   32   31                                                            
CONECT   33   31   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33    5   29                                                  
CONECT   37   31   38   39   48                                             
CONECT   38   37                                                            
CONECT   39   37   40                                                       
CONECT   40   39   41   45                                                  
CONECT   41   40   42                                                       
CONECT   42   41   43   44                                                  
CONECT   43   42                                                            
CONECT   44   42                                                            
CONECT   45   40   46   49                                                  
CONECT   46   45   47                                                       
CONECT   47   46   29   48                                                  
CONECT   48   47   37   49                                                  
CONECT   49   48   45   50                                                  
CONECT   50   49   51                                                       
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  116    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₃₈H₅₀N₂O₁₁

Average Mass

710.8210 Da

Monoisotopic Mass

710.34146 Da

IUPAC Name

[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-13-yl]methyl 2-[(3S)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCN1C[C@]2(COC(=O)C3=CC=CC=C3N3C(=O)C[C@H](C)C3=O)CC[C@H](OC)[C@@]34[C@@H]5C[C@H]6[C@H](OC)[C@@H]5[C@](O)(C[C@@H]6OC(C)=O)[C@@](O)([C@@H](OC)[C@H]23)[C@@H]14

InChI Identifier

InChI=1S/C38H50N2O11/c1-7-39-17-35(18-50-33(44)21-10-8-9-11-24(21)40-27(42)14-19(2)32(40)43)13-12-26(47-4)37-23-15-22-25(51-20(3)41)16-36(45,28(23)29(22)48-5)38(46,34(37)39)31(49-6)30(35)37/h8-11,19,22-23,25-26,28-31,34,45-46H,7,12-18H2,1-6H3/t19-,22+,23+,25-,26-,28+,29-,30+,31-,34-,35-,36+,37-,38+/m0/s1

InChI Key

JBEXWLNBXSCEPW-RYCHYCMYSA-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
Delphinium geyeri	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
Acylaminobenzoic acid or derivatives
1-phenylpyrrolidine
Benzoate ester
Quinolidine
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
Azepane
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Carboxylic acid imide, n-substituted
Piperidine
Pyrrolidone
2-pyrrolidone
Dicarboximide
Carboxylic acid imide
Cyclic alcohol
Pyrrole
Pyrrolidine
Tertiary alcohol
1,2-aminoalcohol
Amino acid or derivatives
1,2-diol
Tertiary amine
Carboxylic acid ester
Lactam
Tertiary aliphatic amine
Dialkyl ether
Ether
Organoheterocyclic compound
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.32	ChemAxon
pKa (Strongest Acidic)	12.22	ChemAxon
pKa (Strongest Basic)	9.66	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	161.37 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	180.01 m³·mol⁻¹	ChemAxon
Polarizability	75.54 Å³	ChemAxon
Number of Rings	8	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

C00043541

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

100915313

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Shrestha PM, Katz A: Diterpenoid alkaloids from the roots of Delphinium scabriflorum. J Nat Prod. 2004 Sep;67(9):1574-6. doi: 10.1021/np0305066. [PubMed:15387663 ]
Green BT, Welch KD, Gardner DR, Stegelmeier BL, Lee ST: A toxicokinetic comparison of two species of low larkspur (Delphinium spp.) in cattle. Res Vet Sci. 2013 Oct;95(2):612-5. doi: 10.1016/j.rvsc.2013.04.018. Epub 2013 May 9. [PubMed:23664180 ]
Green BT, Welch KD, Gardner DR, Stegelmeier BL, Pfister JA, Cook D, Panter KE: Toxicokinetics of norditerpenoid alkaloids from low larkspur (Delphinium andersonii) orally administered to cattle. Am J Vet Res. 2012 Aug;73(8):1318-24. doi: 10.2460/ajvr.73.8.1318. [PubMed:22849693 ]
Gardner DR, Pfister JA: HPLC-MS analysis of toxic norditerpenoid alkaloids: refinement of toxicity assessment of low larkspurs (Delphinium spp.). Phytochem Anal. 2009 Mar-Apr;20(2):104-13. doi: 10.1002/pca.1104. [PubMed:19012276 ]
LOTUS database [Link]

Showing NP-Card for [(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate (NP0267379)

MOL for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

3D MOL for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

3D SDF for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

3D-SDF for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

PDB for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

3D PDB for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

SMILES for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

INCHI for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

Structure for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)

3D Structure for NP0267379 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16s,17r,18s)-6-(acetyloxy)-11-ethyl-8,9-dihydroxy-4,16,18-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-[(3s)-3-methyl-2,5-dioxopyrrolidin-1-yl]benzoate)