NP-MRD: Showing NP-Card for Aljesaconitine A (NP0076142)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-04-28 21:18:27 UTC

Updated at

2022-04-28 21:18:28 UTC

NP-MRD ID

NP0076142

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aljesaconitine A

Description

(1R,2R,3R,4R,5R,6S,7S,8S,9S,10S,13R,14R,16S,17S,18S)-11-ethyl-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-4-yl 4-methoxybenzoate 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. Aljesaconitine A is found in Aconitum japonicum. Based on a literature review very few articles have been published on (1R,2R,3R,4R,5R,6S,7S,8S,9S,10S,13R,14R,16S,17S,18S)-11-ethyl-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-4-yl 4-methoxybenzoate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282223182D          

 46 52  0  0  1  0            999 V2000
    0.6564   -1.0270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0108   -1.0264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6083   -1.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448   -0.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638    0.3484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3864    0.3404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0942   -0.0351    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8888    0.5185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5896    1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.6359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9425   -0.1538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4107   -0.8297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5483   -0.7502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4822    0.0658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0347    0.8560    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0024    1.7353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4695    2.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2939    2.4412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861    3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617    3.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782    3.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191    4.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5269    3.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9356    5.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3764    6.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670   -1.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881   -2.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399   -1.5022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331   -0.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4520   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936    1.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7844   -0.4896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6710    0.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8572   -0.4558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6444   -1.1712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7958   -1.5748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0700   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.6284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1593   -1.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661   -1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683    1.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    2.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350    2.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -2.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  6  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  6  0  0  0
  7  2  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  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  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  6  0  0  0
 27 28  1  0  0  0  0
 12 29  1  6  0  0  0
 11 30  1  1  0  0  0
 30 31  1  0  0  0  0
 10 32  1  6  0  0  0
  7 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  6  0  0  0
 33 37  1  1  0  0  0
 37 38  1  0  0  0  0
  6 39  1  0  0  0  0
  1 39  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
  5 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  3 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END


  Mrv1652304282223182D          

 46 52  0  0  1  0            999 V2000
    0.6564   -1.0270    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0108   -1.0264    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6083   -1.1495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3448   -0.6069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2638    0.3484    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3864    0.3404    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0942   -0.0351    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8888    0.5185    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5896    1.1668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341    0.6359    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9425   -0.1538    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4107   -0.8297    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5483   -0.7502    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4822    0.0658    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0347    0.8560    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0024    1.7353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4695    2.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2939    2.4412    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0861    3.2047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2617    3.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8782    3.9683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3191    4.6656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.6325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5269    3.9021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9356    5.3961    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3764    6.0934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6670   -1.6683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4881   -2.5390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0399   -1.5022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8331   -0.3168    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4520   -0.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2936    1.1269    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7844   -0.4896    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6710    0.1158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8572   -0.4558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6444   -1.1712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7958   -1.5748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0700   -2.0621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2884   -0.6284    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1593   -1.2081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0661   -1.1621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1683    1.2761    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    2.0643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0350    2.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0748   -2.1924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7229   -2.8086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  2  3  1  6  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  6  0  0  0
  7  2  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  1  6  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14  8  1  6  0  0  0
 14 15  1  0  0  0  0
 10 15  1  0  0  0  0
 15 16  1  1  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  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 19 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 13 27  1  6  0  0  0
 27 28  1  0  0  0  0
 12 29  1  6  0  0  0
 11 30  1  1  0  0  0
 30 31  1  0  0  0  0
 10 32  1  6  0  0  0
  7 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
  5 35  1  0  0  0  0
 35 36  1  6  0  0  0
 33 37  1  1  0  0  0
 37 38  1  0  0  0  0
  6 39  1  0  0  0  0
  1 39  1  0  0  0  0
 39 40  1  1  0  0  0
 40 41  1  0  0  0  0
  5 42  1  1  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
  3 45  1  0  0  0  0
 45 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0076142

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCN1C[C@@]2(COC)[C@H]3[C@H](OC)[C@@H]4[C@H]1[C@]3([C@@H]1C[C@@]3(O)[C@H](OC(=O)C5=CC=C(OC)C=C5)[C@@H]1[C@@]4(OC)[C@@H](O)[C@@H]3OC)[C@H](C[C@H]2O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C34H49NO11/c1-8-35-15-31(16-40-2)20(36)13-21(42-4)33-19-14-32(39)28(46-30(38)17-9-11-18(41-3)12-10-17)22(19)34(45-7,27(37)29(32)44-6)23(26(33)35)24(43-5)25(31)33/h9-12,19-29,36-37,39H,8,13-16H2,1-7H3/t19-,20-,21+,22-,23-,24-,25-,26+,27+,28-,29+,31+,32-,33-,34+/m1/s1

> <INCHI_KEY>
DWVVOMRTTNVOTP-ORBLCKRQSA-N

> <FORMULA>
C34H49NO11

> <MOLECULAR_WEIGHT>
647.762

> <EXACT_MASS>
647.330561402

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
55.15512275866956

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,2R,3R,4R,5R,6S,7S,8S,9S,10S,13R,14R,16S,17S,18S)-11-ethyl-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl 4-methoxybenzoate

> <ALOGPS_LOGP>
1.78

> <JCHEM_LOGP>
-0.49889055933333387

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.244601766833341

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.544386730266666

> <JCHEM_PKA_STRONGEST_BASIC>
9.846263436356145

> <JCHEM_POLAR_SURFACE_AREA>
145.61

> <JCHEM_REFRACTIVITY>
163.86759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.00e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,3R,4R,5R,6S,7S,8S,9S,10S,13R,14R,16S,17S,18S)-11-ethyl-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl 4-methoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       1.225  -1.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.020  -1.916   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -1.136  -2.146   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.510  -1.133   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.359   0.650   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.721   0.635   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.176  -0.066   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.659   0.968   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.967   2.178   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.730   1.187   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.493  -0.287   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.500  -1.549   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.890  -1.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.767   0.123   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.798   1.598   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       3.738   3.239   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       4.610   4.619   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.149   4.557   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       3.894   5.982   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       2.355   6.044   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.639   7.407   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.462   8.709   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   8.647   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.717   7.284   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.746  10.073   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.569  11.374   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.112  -3.114   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.778  -4.740   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       5.675  -2.804   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       7.155  -0.591   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       8.310  -1.680   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       6.148   2.104   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -1.464  -0.914   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.119   0.216   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -3.467  -0.851   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -4.936  -2.186   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      -1.486  -2.940   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       0.131  -3.849   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -0.538  -1.173   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0      -2.164  -2.255   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -3.857  -2.169   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -2.181   2.382   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -2.837   3.853   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -1.932   5.100   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      -2.006  -4.093   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      -3.216  -5.243   0.000  0.00  0.00           C+0
CONECT    1    2   13   39                                                  
CONECT    2    1    3    7                                                  
CONECT    3    2    4   45                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   35   42                                             
CONECT    6    5    7   39                                                  
CONECT    7    6    2    8   33                                             
CONECT    8    7    9   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   15   32                                             
CONECT   11   10   12   30                                                  
CONECT   12   11   13   29                                                  
CONECT   13   12    1   14   27                                             
CONECT   14   13    8   15                                                  
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   24                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   25                                                  
CONECT   23   22   24                                                       
CONECT   24   23   19                                                       
CONECT   25   22   26                                                       
CONECT   26   25                                                            
CONECT   27   13   28                                                       
CONECT   28   27                                                            
CONECT   29   12                                                            
CONECT   30   11   31                                                       
CONECT   31   30                                                            
CONECT   32   10                                                            
CONECT   33    7   34   37                                                  
CONECT   34   33   35                                                       
CONECT   35   34    5   36                                                  
CONECT   36   35                                                            
CONECT   37   33   38                                                       
CONECT   38   37                                                            
CONECT   39    6    1   40                                                  
CONECT   40   39   41                                                       
CONECT   41   40                                                            
CONECT   42    5   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43                                                            
CONECT   45    3   46                                                       
CONECT   46   45                                                            
MASTER        0    0    0    0    0    0    0    0   46    0  104    0
END

View in JSmol

Synonyms

Value	Source
(1R,2R,3R,4R,5R,6S,7S,8S,9S,10S,13R,14R,16S,17S,18S)-11-Ethyl-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-4-yl 4-methoxybenzoic acid	Generator

Chemical Formula

C₃₄H₄₉NO₁₁

Average Mass

647.7620 Da

Monoisotopic Mass

647.33056 Da

IUPAC Name

(1R,2R,3R,4R,5R,6S,7S,8S,9S,10S,13R,14R,16S,17S,18S)-11-ethyl-5,7,14-trihydroxy-6,8,16,18-tetramethoxy-13-(methoxymethyl)-11-azahexacyclo[7.7.2.1^{2,5}.0^{1,10}.0^{3,8}.0^{13,17}]nonadecan-4-yl 4-methoxybenzoate

Traditional Name

CAS Registry Number

Not Available

SMILES

CCN1C[C@@]2(COC)[C@H]3[C@H](OC)[C@@H]4[C@H]1[C@]3([C@@H]1C[C@@]3(O)[C@H](OC(=O)C5=CC=C(OC)C=C5)[C@@H]1[C@@]4(OC)[C@@H](O)[C@@H]3OC)[C@H](C[C@H]2O)OC

InChI Identifier

InChI=1S/C34H49NO11/c1-8-35-15-31(16-40-2)20(36)13-21(42-4)33-19-14-32(39)28(46-30(38)17-9-11-18(41-3)12-10-17)22(19)34(45-7,27(37)29(32)44-6)23(26(33)35)24(43-5)25(31)33/h9-12,19-29,36-37,39H,8,13-16H2,1-7H3/t19-,20-,21+,22-,23-,24-,25-,26+,27+,28-,29+,31+,32-,33-,34+/m1/s1

InChI Key

DWVVOMRTTNVOTP-ORBLCKRQSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aconitum japonicum	Plant	KNApSAcK

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
P-methoxybenzoic acid or derivatives
Quinolidine
Benzoate ester
Alkaloid or derivatives
Benzoic acid or derivatives
Phenoxy compound
Methoxybenzene
Phenol ether
Benzoyl
Anisole
Azepane
Alkyl aryl ether
Benzenoid
Piperidine
Monocyclic benzene moiety
Tertiary alcohol
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Organoheterocyclic compound
Polyol
Monocarboxylic acid or derivatives
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Amine
Alcohol
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	1.78	ALOGPS
logP	-0.5	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	12.54	ChemAxon
pKa (Strongest Basic)	9.85	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	145.61 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	163.87 m³·mol⁻¹	ChemAxon
Polarizability	55.16 Å³	ChemAxon
Number of Rings	7	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

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

162902701

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Aljesaconitine A (NP0076142)

MOL for NP0076142 (Aljesaconitine A)

3D MOL for NP0076142 (Aljesaconitine A)

3D SDF for NP0076142 (Aljesaconitine A)

3D-SDF for NP0076142 (Aljesaconitine A)

PDB for NP0076142 (Aljesaconitine A)

3D PDB for NP0076142 (Aljesaconitine A)

SMILES for NP0076142 (Aljesaconitine A)

INCHI for NP0076142 (Aljesaconitine A)

Structure for NP0076142 (Aljesaconitine A)

3D Structure for NP0076142 (Aljesaconitine A)