NP-MRD: Showing NP-Card for [(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate (NP0216431)

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Record Information

Version

2.0

Created at

2022-09-05 16:23:53 UTC

Updated at

2022-09-05 16:23:53 UTC

NP-MRD ID

NP0216431

Secondary Accession Numbers

None

Natural Product Identification

Common Name

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

Description

[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16R,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl]methyl 2-aminobenzoate 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,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate is found in Consolida regalis and Delphinium barbeyi. Based on a literature review very few articles have been published on [(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16R,17R,18S)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl]methyl 2-aminobenzoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309052218232D          

 42 48  0  0  1  0            999 V2000
   -0.0487    1.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551    0.8390    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
   -1.0640   -2.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5178   -2.7790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423   -2.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293   -2.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798   -3.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8302   -4.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -4.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0417   -4.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -3.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4970   -2.4753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2419   -2.9326    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
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  5 17  1  0  0  0  0
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 29 26  1  1  0  0  0
  5 29  1  0  0  0  0
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 22 38  1  0  0  0  0
 39 38  1  1  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 36 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
M  END

     RDKit          3D

 88 94  0  0  0  0  0  0  0  0999 V2000
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    0.5855   -0.9405   -1.6201 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6714   -1.4459   -0.8502 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3631   -1.8646    0.5232 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4785   -1.9599    1.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3145   -0.8623    1.7017 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3465   -0.6389    0.8024 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4004   -3.5341    1.4363 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.0321    0.7323    2.2805 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7326    2.0262    2.3424 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
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 25 67  1  0
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 28 70  1  0
 28 71  1  0
 29 72  1  1
 23 66  1  6
M  END


  Mrv1652309052218232D          

 42 48  0  0  1  0            999 V2000
   -0.0487    1.6555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3551    0.8390    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
   -1.0640   -2.0536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5178   -2.7790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423   -2.7499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7293   -2.0213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798   -3.4493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -4.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8302   -4.8774    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6547   -4.8482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0417   -4.1196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6042   -3.4202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9912   -2.6916    0.0000 N   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  1  0  0  0  0  0  0  0  0  0
    1.3549   -2.9827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6635   -3.7849    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
    1.3072    0.9065    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
   -0.6692   -0.0480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5444    0.0542    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
    2.4809    0.6593    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
    4.5222   -0.4291    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9107    0.3608    0.0000 C   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
    3.4970   -2.4753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2419   -2.9326    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
  5 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  6  0  0  0
 20 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  1  0  0  0
 23  3  1  6  0  0  0
 23 24  1  0  0  0  0
 24 25  1  6  0  0  0
 24 26  1  0  0  0  0
 26 27  1  6  0  0  0
 27 28  1  0  0  0  0
 29 26  1  1  0  0  0
  5 29  1  0  0  0  0
 22 29  1  0  0  0  0
 24 30  1  0  0  0  0
 30 31  1  6  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  6  0  0  0
 34 35  1  0  0  0  0
 33 36  1  0  0  0  0
 36 37  1  1  0  0  0
 38 37  1  1  0  0  0
 22 38  1  0  0  0  0
 39 38  1  1  0  0  0
 30 39  1  0  0  0  0
 39 40  1  0  0  0  0
 36 40  1  0  0  0  0
 40 41  1  6  0  0  0
 41 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0216431

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@]2(COC(=O)C3=CC=CC=C3N)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@@H](OC)[C@H]23)[C@@H]14

> <INCHI_IDENTIFIER>
InChI=1S/C32H46N2O8/c1-6-34-15-29(16-42-27(35)17-9-7-8-10-20(17)33)12-11-22(39-3)31-19-13-18-21(38-2)14-30(36,23(19)24(18)40-4)32(37,28(31)34)26(41-5)25(29)31/h7-10,18-19,21-26,28,36-37H,6,11-16,33H2,1-5H3/t18-,19-,21+,22-,23-,24+,25-,26+,28+,29+,30-,31+,32-/m1/s1

> <INCHI_KEY>
NNDHDYDFEDRMGH-HRJBAJJDSA-N

> <FORMULA>
C32H46N2O8

> <MOLECULAR_WEIGHT>
586.726

> <EXACT_MASS>
586.325416449

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
88

> <JCHEM_AVERAGE_POLARIZABILITY>
64.15868192451407

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <JCHEM_LOGP>
0.8813637716666649

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.99443374839732

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.220557139994437

> <JCHEM_PKA_STRONGEST_BASIC>
9.696443847155287

> <JCHEM_POLAR_SURFACE_AREA>
132.94000000000003

> <JCHEM_REFRACTIVITY>
154.83739999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

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

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 05-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.091   3.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.663   1.566   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      -1.986  -3.833   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.833  -5.188   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -4.372  -5.133   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -5.095  -3.773   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -5.189  -6.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.466  -7.799   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.283  -9.104   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.822  -9.050   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.545  -7.690   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.728  -6.384   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -7.450  -5.024   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      -0.123  -4.494   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.379  -4.926   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.361  -3.733   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.529  -5.568   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.105  -7.065   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.970  -2.125   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.390  -0.301   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.467   0.070   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       2.440   1.692   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       0.584  -0.564   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -1.249  -0.090   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      -2.883   0.101   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       0.751  -2.251   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.160  -0.366   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       4.631   1.231   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       5.680   0.015   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.834  -1.081   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       8.441  -0.801   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0       9.167   0.673   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.318  -2.659   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.787  -3.979   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       3.431  -2.924   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       4.314  -1.920   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       5.516  -3.304   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.528  -4.620   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0       7.918  -5.474   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   17   29                                             
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                                                            
CONECT   17    5   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23   29   38                                             
CONECT   23   22    3   24                                                  
CONECT   24   23   25   26   30                                             
CONECT   25   24                                                            
CONECT   26   24   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   26    5   22                                                  
CONECT   30   24   31   32   39                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34   36                                                  
CONECT   34   33   35                                                       
CONECT   35   34                                                            
CONECT   36   33   37   40                                                  
CONECT   37   36   38                                                       
CONECT   38   37   22   39                                                  
CONECT   39   38   30   40                                                  
CONECT   40   39   36   41                                                  
CONECT   41   40   42                                                       
CONECT   42   41                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Value	Source
[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16R,17R,18S)-11-Ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-13-yl]methyl 2-aminobenzoic acid	Generator

Chemical Formula

C₃₂H₄₆N₂O₈

Average Mass

586.7260 Da

Monoisotopic Mass

586.32542 Da

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCN1C[C@]2(COC(=O)C3=CC=CC=C3N)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@@H](OC)[C@H]23)[C@@H]14

InChI Identifier

InChI=1S/C32H46N2O8/c1-6-34-15-29(16-42-27(35)17-9-7-8-10-20(17)33)12-11-22(39-3)31-19-13-18-21(38-2)14-30(36,23(19)24(18)40-4)32(37,28(31)34)26(41-5)25(29)31/h7-10,18-19,21-26,28,36-37H,6,11-16,33H2,1-5H3/t18-,19-,21+,22-,23-,24+,25-,26+,28+,29+,30-,31+,32-/m1/s1

InChI Key

NNDHDYDFEDRMGH-HRJBAJJDSA-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 regalis	LOTUS Database	35616633
Delphinium barbeyi	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
Aminobenzoic acid or derivatives
Benzoate ester
Quinolidine
Benzoic acid or derivatives
Alkaloid or derivatives
Benzoyl
Aniline or substituted anilines
Azepane
Monocyclic benzene moiety
Piperidine
Benzenoid
Cyclic alcohol
Tertiary alcohol
Vinylogous amide
1,2-diol
Tertiary aliphatic amine
Tertiary amine
Amino acid or derivatives
Carboxylic acid ester
1,2-aminoalcohol
Organoheterocyclic compound
Azacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Dialkyl ether
Ether
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Primary amine
Alcohol
Organonitrogen compound
Amine
Organooxygen compound
Organic nitrogen 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	0.88	ChemAxon
pKa (Strongest Acidic)	12.22	ChemAxon
pKa (Strongest Basic)	9.7	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	132.94 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	154.84 m³·mol⁻¹	ChemAxon
Polarizability	64.16 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

162982812

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for [(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate (NP0216431)

MOL for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

3D MOL for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

3D SDF for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

3D-SDF for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

PDB for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

3D PDB for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

SMILES for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

INCHI for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

Structure for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)

3D Structure for NP0216431 ([(1s,2r,3r,4s,5r,6s,8r,9s,10s,13s,16r,17r,18s)-11-ethyl-8,9-dihydroxy-4,6,16,18-tetramethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]nonadecan-13-yl]methyl 2-aminobenzoate)