NP-MRD: Showing NP-Card for (1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate (NP0226684)

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Record Information

Version

2.0

Created at

2022-09-06 05:48:23 UTC

Updated at

2022-09-06 05:48:23 UTC

NP-MRD ID

NP0226684

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate

Description

(1S,5R,8R,9R,10R,11S,12R,13S,15S,16R)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]Nonadecan-11-yl 3,4-dimethoxybenzoate belongs to the class of organic compounds known as danudatine-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the danudatine skeleton, which is a hexacyclic compound with an additional C-20-C7 bond in the atisine skeleton. (1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate is found in Aconitum variegatum. Based on a literature review very few articles have been published on (1S,5R,8R,9R,10R,11S,12R,13S,15S,16R)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]Nonadecan-11-yl 3,4-dimethoxybenzoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309062207482D          

 40 46  0  0  1  0            999 V2000
    9.2371    5.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6248    4.3997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1879    3.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5756    2.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1387    2.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142    2.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8774    1.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2650    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0529    1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160    0.9289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0389    0.1770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7568    0.5836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314   -1.2519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4402   -1.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2652   -1.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240   -2.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3013   -0.2467    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1523    0.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    1.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436    0.9850    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0299    0.3182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4683   -0.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1635    0.5942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5822   -0.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -0.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3616    0.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    1.5026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0225    1.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410    2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776    2.4043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2989    3.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    1.6057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0687    1.6261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4445    1.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5478    1.1332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9266    3.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3634    3.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9758    4.4565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4126    5.1564    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 31  1  6  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 21 34  1  0  0  0  0
 34 35  1  6  0  0  0
 36 35  1  1  0  0  0
 24 36  1  0  0  0  0
 28 36  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  2  0  0  0  0
  3 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END


  Mrv1652309062207482D          

 40 46  0  0  1  0            999 V2000
    9.2371    5.1280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6248    4.3997    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1879    3.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5756    2.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1387    2.2718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3142    2.3002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8774    1.6003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2650    0.8721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0529    1.6287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6160    0.9289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.0389    0.1770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7568    0.5836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4477   -0.5396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0314   -1.2519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4402   -1.9686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2652   -1.9729    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0240   -2.6809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3013   -0.2467    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.1523    0.5783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2449    1.4952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6436    0.9850    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0299    0.3182    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.4683   -0.4280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1635    0.5942    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5822   -0.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7370   -0.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3616    0.7557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7790    1.5026    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0225    1.8319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0410    2.3163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8776    2.4043    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2989    3.1136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2099    1.6057    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.0687    1.6261    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4445    1.1016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5478    1.1332    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9266    3.0284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3634    3.7283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9758    4.4565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4126    5.1564    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  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  1  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 11 18  1  0  0  0  0
 18 19  1  1  0  0  0
 19 20  1  0  0  0  0
 21 20  1  1  0  0  0
 10 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  1  0  0  0
 18 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  1  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  6  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 33 31  1  6  0  0  0
 24 33  1  0  0  0  0
 33 34  1  0  0  0  0
 21 34  1  0  0  0  0
 34 35  1  6  0  0  0
 36 35  1  1  0  0  0
 24 36  1  0  0  0  0
 28 36  1  0  0  0  0
  6 37  1  0  0  0  0
 37 38  2  0  0  0  0
  3 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0226684

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=CC=C(C=C1OC)C(=O)O[C@H]1[C@]23CC[C@@H](C[C@H]2[C@@]24CCC[C@@]5(C)CN(C)[C@@H]2[C@@H]3C[C@@H]45)[C@@]1(O)COC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H43NO7/c1-18(34)39-17-32(36)20-9-12-30(28(32)40-27(35)19-7-8-22(37-4)23(13-19)38-5)21-15-24-29(2)10-6-11-31(24,25(30)14-20)26(21)33(3)16-29/h7-8,13,20-21,24-26,28,36H,6,9-12,14-17H2,1-5H3/t20-,21-,24+,25+,26+,28-,29-,30-,31-,32-/m0/s1

> <INCHI_KEY>
KTVHQYRUFIKEDO-GOFMXOGOSA-N

> <FORMULA>
C32H43NO7

> <MOLECULAR_WEIGHT>
553.696

> <EXACT_MASS>
553.303952729

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
83

> <JCHEM_AVERAGE_POLARIZABILITY>
60.80627695362725

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,5R,8R,9R,10R,11S,12R,13S,15S,16R)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadecan-11-yl 3,4-dimethoxybenzoate

> <JCHEM_LOGP>
3.4761730033333342

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.818960765181629

> <JCHEM_PKA_STRONGEST_BASIC>
10.303462396257359

> <JCHEM_POLAR_SURFACE_AREA>
94.53

> <JCHEM_REFRACTIVITY>
147.0262

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(1S,5R,8R,9R,10R,11S,12R,13S,15S,16R)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadecan-11-yl 3,4-dimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0      17.243   9.572   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.966   8.213   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      17.151   6.906   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      17.874   5.547   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.059   4.241   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.520   4.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.704   2.987   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      15.428   1.628   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      13.165   3.040   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      12.350   1.734   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.139   0.330   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      14.479   1.089   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      13.902  -1.007   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.125  -2.337   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      13.888  -3.675   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      15.428  -3.683   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      13.111  -5.004   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      11.762  -0.461   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      11.484   1.080   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      11.657   2.791   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.535   1.839   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.389   0.594   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      10.207  -0.799   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       7.772   1.109   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.687  -0.112   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.109  -0.015   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.408   1.411   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.187   2.805   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       3.775   3.420   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       5.677   4.324   0.000  0.00  0.00           C+0
HETATM   31  N   UNK     0       7.238   4.488   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0       8.025   5.812   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       7.858   2.997   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       9.462   3.035   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       8.296   2.056   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.623   2.115   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      14.796   5.653   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      15.612   6.959   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      14.888   8.319   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      15.704   9.625   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4   38                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   37                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10   12   13   18                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   11   19   23                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   10   22   34                                             
CONECT   22   21   23   24                                                  
CONECT   23   22   18                                                       
CONECT   24   22   25   33   36                                             
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30   36                                             
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31   24   34                                                  
CONECT   34   33   21   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   24   28                                                  
CONECT   37    6   38                                                       
CONECT   38   37    3   39                                                  
CONECT   39   38   40                                                       
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   92    0
END

View in JSmol

Synonyms

Value	Source
(1S,5R,8R,9R,10R,11S,12R,13S,15S,16R)-12-[(Acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2,.0,.0,.0,]nonadecan-11-yl 3,4-dimethoxybenzoic acid	Generator

Chemical Formula

C₃₂H₄₃NO₇

Average Mass

553.6960 Da

Monoisotopic Mass

553.30395 Da

IUPAC Name

(1S,5R,8R,9R,10R,11S,12R,13S,15S,16R)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadecan-11-yl 3,4-dimethoxybenzoate

Traditional Name

(1S,5R,8R,9R,10R,11S,12R,13S,15S,16R)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2^{10,13}.0^{1,8}.0^{5,16}.0^{10,15}]nonadecan-11-yl 3,4-dimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC=C(C=C1OC)C(=O)O[C@H]1[C@]23CC[C@@H](C[C@H]2[C@@]24CCC[C@@]5(C)CN(C)[C@@H]2[C@@H]3C[C@@H]45)[C@@]1(O)COC(C)=O

InChI Identifier

InChI=1S/C32H43NO7/c1-18(34)39-17-32(36)20-9-12-30(28(32)40-27(35)19-7-8-22(37-4)23(13-19)38-5)21-15-24-29(2)10-6-11-31(24,25(30)14-20)26(21)33(3)16-29/h7-8,13,20-21,24-26,28,36H,6,9-12,14-17H2,1-5H3/t20-,21-,24+,25+,26+,28-,29-,30-,31-,32-/m0/s1

InChI Key

KTVHQYRUFIKEDO-GOFMXOGOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aconitum variegatum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as danudatine-type diterpenoid alkaloids. These are alkaloid diterpenoids with a structure based on the danudatine skeleton, which is a hexacyclic compound with an additional C-20-C7 bond in the atisine skeleton.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Danudatine-type diterpenoid alkaloids

Alternative Parents

Substituents

Danudatine-type diterpenoid alkaloid
M-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Benzoate ester
Dimethoxybenzene
O-dimethoxybenzene
Alkaloid or derivatives
Benzoic acid or derivatives
Anisole
Methoxybenzene
Benzoyl
Phenol ether
Phenoxy compound
Azepane
Alkyl aryl ether
Monocyclic benzene moiety
Benzenoid
Piperidine
Dicarboxylic acid or derivatives
Cyclic alcohol
Tertiary alcohol
Amino acid or derivatives
Tertiary aliphatic amine
Carboxylic acid ester
Tertiary amine
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Ether
Organopnictogen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organic oxygen compound
Amine
Organooxygen compound
Organic nitrogen compound
Organonitrogen 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	3.48	ChemAxon
pKa (Strongest Acidic)	12.82	ChemAxon
pKa (Strongest Basic)	10.3	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	94.53 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	147.03 m³·mol⁻¹	ChemAxon
Polarizability	60.81 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

162998018

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate (NP0226684)

MOL for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

3D MOL for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

3D SDF for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

3D-SDF for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

PDB for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

3D PDB for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

SMILES for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

INCHI for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

Structure for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)

3D Structure for NP0226684 ((1s,5r,8r,9r,10r,11s,12r,13s,15s,16r)-12-[(acetyloxy)methyl]-12-hydroxy-5,7-dimethyl-7-azahexacyclo[7.6.2.2¹⁰,¹³.0¹,⁸.0⁵,¹⁶.0¹⁰,¹⁵]nonadecan-11-yl 3,4-dimethoxybenzoate)