NP-MRD: Showing NP-Card for n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid (NP0224036)

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Record Information

Version

2.0

Created at

2022-09-06 02:17:33 UTC

Updated at

2022-09-06 02:17:33 UTC

NP-MRD ID

NP0224036

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid

Description

N-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid belongs to the class of organic compounds known as lappaconitine-type diterpenoid alkaloids. These are c18-bisnorditerpenoid alkaloids with a structure based on the heptacyclic lappaconitine skeleton. Lappaconitine similar to aconitane, with the difference that the former lacks a carbon atom at the 18-position. n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid is found in Aconitum barbatum, Aconitum laeve, Aconitum orientale, Aconitum septentrionale and Aconitum sinomontanum. N-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241503052D          

 43 49  0  0  0  0            999 V2000
   -1.4010    0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    0.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069   -0.0868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911   -1.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0580   -2.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -2.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2722   -2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0767   -2.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -2.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -1.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -1.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3169   -0.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2937    0.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487   -0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2326   -0.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6131   -5.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9772   -5.6692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -5.4315    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  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
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  3 16  1  0  0  0  0
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 29 30  1  0  0  0  0
  5 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END

     RDKit          3D

 87 93  0  0  0  0  0  0  0  0999 V2000
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   -0.1244    2.8622    0.9470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0367    1.4420    0.8996 N   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3817   -0.4527    0.1958 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4118   -0.6442   -0.7539 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.1170    2.0519   -1.7092 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.1030    2.8377    1.4847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3827   -2.3684    1.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.2835   -0.2881    2.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1181   -1.9384    4.4799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961   -3.3873    3.8639 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7882   -2.0055    1.6144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0801   -2.5189    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4828   -2.9200   -1.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3781   -2.5828   -0.9721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3447   -2.4713   -2.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1360   -1.5842   -3.7733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9026   -2.7645   -3.2613 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  4  5  1  0
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 11 52  1  0
 12 53  1  0
 13 54  1  0
 15 55  1  0
 17 56  1  0
 17 57  1  0
 17 58  1  0
M  END


  Mrv1533004241503052D          

 43 49  0  0  0  0            999 V2000
   -1.4010    0.6981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5774    0.6504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2069   -0.0868    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6538   -0.8264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2911   -1.6016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0580   -2.4264    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7469   -2.6563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2722   -2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0767   -2.1990    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -2.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0612   -1.1556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4081   -1.2240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3169   -0.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3250    0.0210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2937    0.8454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487   -0.1786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2326   -0.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2339    0.6137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0465   -0.0057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6656   -0.5916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4651   -0.3879    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6885    0.4063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3907   -1.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5718   -2.1458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8442   -1.5820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3162   -1.0433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0733   -0.7155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -1.7836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8892   -2.6054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5648   -3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643   -1.8895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2015   -2.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9746   -2.9910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5656   -3.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -2.9407    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8435   -3.4663    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7063   -4.2798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0668   -4.5677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7028   -4.0421    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4759   -4.3301    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6131   -5.1436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9772   -5.6692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862   -5.4315    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  1  0  0  0  0
  9 10  1  0  0  0  0
  8 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 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
 14 16  1  0  0  0  0
  3 16  1  0  0  0  0
 11 16  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 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
 20 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 11 25  1  0  0  0  0
 25 26  1  0  0  0  0
 17 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  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
  5 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 32 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 41 43  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0224036

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1CC2(CCC(OC)C34C5CC6C(OC)C5(O)C(O)(CC6OC)C(O)(CC23)C14)OC(=O)C1=CC=CC=C1NC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H44N2O9/c1-6-34-16-28(43-26(36)18-9-7-8-10-20(18)33-17(2)35)12-11-24(41-4)31-22-13-19-21(40-3)14-30(38,32(22,39)25(19)42-5)29(37,27(31)34)15-23(28)31/h7-10,19,21-25,27,37-39H,6,11-16H2,1-5H3,(H,33,35)

> <INCHI_KEY>
XTSVKUJYTUPYRJ-UHFFFAOYSA-N

> <FORMULA>
C32H44N2O9

> <MOLECULAR_WEIGHT>
600.709

> <EXACT_MASS>
600.304681005

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
87

> <JCHEM_AVERAGE_POLARIZABILITY>
62.732653760296216

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl 2-acetamidobenzoate

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
0.4680673559999997

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.597349534802323

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.990059359053303

> <JCHEM_PKA_STRONGEST_BASIC>
8.615524969296052

> <JCHEM_POLAR_SURFACE_AREA>
147.02

> <JCHEM_REFRACTIVITY>
155.33049999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.76e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl 2-acetamidobenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -2.615   1.303   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.078   1.214   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.386  -0.162   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.220  -1.543   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.543  -2.990   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.108  -4.529   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.394  -4.958   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.375  -3.764   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.877  -4.105   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.332  -5.576   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.981  -2.157   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.762  -2.285   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.591  -0.598   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.473   0.039   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.415   1.578   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.398  -0.333   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.167  -0.394   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.170   1.146   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       5.687  -0.011   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.842  -1.104   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       8.335  -0.724   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       8.752   0.758   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.329  -2.683   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.801  -4.005   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.442  -2.953   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.324  -1.947   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.737  -1.336   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.528  -3.329   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.393  -4.863   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.654  -5.747   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.987  -3.527   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -2.243  -5.046   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.686  -5.583   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      -1.056  -6.027   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       0.387  -5.489   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.575  -6.470   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       1.318  -7.989   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -0.125  -8.526   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -1.312  -7.545   0.000  0.00  0.00           C+0
HETATM   40  N   UNK     0      -2.755  -8.083   0.000  0.00  0.00           N+0
HETATM   41  C   UNK     0      -3.011  -9.601   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      -1.824 -10.582   0.000  0.00  0.00           O+0
HETATM   43  C   UNK     0      -4.454 -10.139   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   16                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   12   31                                             
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    8   12   16   25                                             
CONECT   12   11    5   13                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14    3   11                                                  
CONECT   17   14   18   19   26                                             
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   11   26                                                  
CONECT   26   25   17   27   28                                             
CONECT   27   26                                                            
CONECT   28   26   23   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29                                                            
CONECT   31    5   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   98    0
END

View in JSmol

Synonyms

Value	Source
N-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidate	Generator
N-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidate	Generator

Chemical Formula

C₃₂H₄₄N₂O₉

Average Mass

600.7090 Da

Monoisotopic Mass

600.30468 Da

IUPAC Name

11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl 2-acetamidobenzoate

Traditional Name

11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl 2-acetamidobenzoate

CAS Registry Number

Not Available

SMILES

CCN1CC2(CCC(OC)C34C5CC6C(OC)C5(O)C(O)(CC6OC)C(O)(CC23)C14)OC(=O)C1=CC=CC=C1NC(C)=O

InChI Identifier

InChI=1S/C32H44N2O9/c1-6-34-16-28(43-26(36)18-9-7-8-10-20(18)33-17(2)35)12-11-24(41-4)31-22-13-19-21(40-3)14-30(38,32(22,39)25(19)42-5)29(37,27(31)34)15-23(28)31/h7-10,19,21-25,27,37-39H,6,11-16H2,1-5H3,(H,33,35)

InChI Key

XTSVKUJYTUPYRJ-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
Aconitum barbatum	LOTUS Database	35616633
Aconitum laeve	LOTUS Database	35616633
Aconitum orientale	LOTUS Database	35616633
Aconitum septentrionale	LOTUS Database	35616633
Aconitum sinomontanum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lappaconitine-type diterpenoid alkaloids. These are c18-bisnorditerpenoid alkaloids with a structure based on the heptacyclic lappaconitine skeleton. Lappaconitine similar to aconitane, with the difference that the former lacks a carbon atom at the 18-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Lappaconitine-type diterpenoid alkaloids

Alternative Parents

Substituents

Lappaconitine-type diterpenoid alkaloid
Acylaminobenzoic acid or derivatives
Acetanilide
Benzoate ester
Quinolidine
N-acetylarylamine
Benzoic acid or derivatives
Alkaloid or derivatives
Anilide
Benzoyl
N-arylamide
Azepane
Piperidine
Monocyclic benzene moiety
Benzenoid
Cyclic alcohol
Tertiary alcohol
Acetamide
Vinylogous amide
Carboxylic acid ester
Secondary carboxylic acid amide
Amino acid or derivatives
Tertiary amine
Tertiary aliphatic amine
Carboxamide group
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Polyol
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Dialkyl ether
Ether
Amine
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxide
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	1.18	ALOGPS
logP	0.47	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	11.99	ChemAxon
pKa (Strongest Basic)	8.62	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	147.02 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	155.33 m³·mol⁻¹	ChemAxon
Polarizability	62.73 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	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

494475

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid (NP0224036)

MOL for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

3D MOL for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

3D SDF for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

3D-SDF for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

PDB for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

3D PDB for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

SMILES for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

INCHI for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

Structure for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)

3D Structure for NP0224036 (n-{2-[({11-ethyl-3,8,9-trihydroxy-4,6,16-trimethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl}oxy)carbonyl]phenyl}ethanimidic acid)