NP-MRD: Showing NP-Card for Septentrionine (NP0050812)

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Record Information

Version

1.0

Created at

2022-04-27 22:09:12 UTC

Updated at

2022-04-27 22:09:13 UTC

NP-MRD ID

NP0050812

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Septentrionine

Description

N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-9-hydroxy-4,6,8,16,18-pentamethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl]methoxy}carbonyl)phenyl]-4-methoxy-4-oxobutanimidic acid 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. Septentrionine is found in Aconitum barbatum and Aconitum septentrionale. Based on a literature review very few articles have been published on N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-9-hydroxy-4,6,8,16,18-pentamethoxy-11-azahexacyclo[7.7.2.1²,⁵.0¹,¹⁰.0³,⁸.0¹³,¹⁷]Nonadecan-13-yl]methoxy}carbonyl)phenyl]-4-methoxy-4-oxobutanimidic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652304282200092D          

 51 57  0  0  1  0            999 V2000
   -0.6138   -1.7742    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2009   -1.7085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8077   -1.4449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4745   -0.5800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3558   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436    0.2910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -0.7834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0963   -1.1216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3031   -1.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5610   -2.4846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5081   -2.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0748   -3.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315   -3.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650   -2.4748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1926   -3.0339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -2.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686   -3.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4210   -4.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593   -3.3287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388   -1.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -1.1688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9980   -0.4617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5019   -0.2213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7727    0.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    1.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3818   -0.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -2.7194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -3.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372   -1.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2608   -1.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0002   -1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0530   -2.4399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4262   -1.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1128   -1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600   -0.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206    0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340   -0.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4790   -2.3485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2184   -2.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -2.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2712   -3.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0106   -3.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0634   -4.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768   -5.1843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8029   -5.0928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8557   -5.9161    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  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
  1  6  1  0  0  0  0
  4  7  1  6  0  0  0
  7  8  1  0  0  0  0
  3  9  1  1  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
  1 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  1  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 24 28  1  6  0  0  0
  9 28  1  6  0  0  0
 23 29  1  1  0  0  0
 29 30  1  0  0  0  0
 11 31  1  1  0  0  0
 31 32  1  0  0  0  0
  1 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 38 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END


  Mrv1652304282200092D          

 51 57  0  0  1  0            999 V2000
   -0.6138   -1.7742    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2009   -1.7085    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8077   -1.4449    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4745   -0.5800    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3558   -0.3475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9140   -0.9736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4436    0.2910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0055    1.0361    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4476   -0.7834    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.0963   -1.1216    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3031   -1.9438    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.5610   -2.4846    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5081   -2.5591    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0748   -3.4754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9315   -3.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9650   -2.4748    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1926   -3.0339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5578   -2.6212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686   -3.9220    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4210   -4.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7593   -3.3287    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388   -1.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5372   -1.1688    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9980   -0.4617    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5019   -0.2213    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.7727    0.6928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4019    1.3041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9961   -0.0347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3818   -0.9007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8994   -0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8125   -2.7194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6034   -3.1261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5372   -1.7327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2608   -1.2507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0002   -1.6166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0530   -2.4399    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4262   -1.5252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1128   -1.0678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0600   -0.2445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3206    0.1215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6340   -0.3359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4790   -2.3485    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2184   -2.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -2.2570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2712   -3.5377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0106   -3.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0634   -4.7269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3768   -5.1843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8029   -5.0928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8557   -5.9161    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  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
  1  6  1  0  0  0  0
  4  7  1  6  0  0  0
  7  8  1  0  0  0  0
  3  9  1  1  0  0  0
 10  9  1  6  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
  2 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
  3 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
  1 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 12 21  1  1  0  0  0
 11 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 10 25  1  0  0  0  0
 25 26  1  1  0  0  0
 26 27  1  0  0  0  0
 24 28  1  6  0  0  0
  9 28  1  6  0  0  0
 23 29  1  1  0  0  0
 29 30  1  0  0  0  0
 11 31  1  1  0  0  0
 31 32  1  0  0  0  0
  1 33  1  1  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  2  0  0  0  0
 37 42  1  0  0  0  0
 38 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 48 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0050812

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C38H54N2O11/c1-8-40-19-35(20-51-33(43)21-11-9-10-12-24(21)39-27(41)13-14-28(42)47-4)16-15-26(46-3)37-23-17-22-25(45-2)18-36(50-7,29(23)30(22)48-5)38(44,34(37)40)32(49-6)31(35)37/h9-12,22-23,25-26,29-32,34,44H,8,13-20H2,1-7H3,(H,39,41)/t22-,23-,25+,26+,29-,30+,31-,32+,34+,35+,36-,37+,38-/m1/s1

> <INCHI_KEY>
PXDSODACKDGKHO-VEDNAUCKSA-N

> <FORMULA>
C38H54N2O11

> <MOLECULAR_WEIGHT>
714.853

> <EXACT_MASS>
714.372760567

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
105

> <JCHEM_AVERAGE_POLARIZABILITY>
77.61239504490405

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.66

> <JCHEM_LOGP>
1.5618833996666663

> <ALOGPS_LOGS>
-4.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.653619758682662

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.04294204976044

> <JCHEM_PKA_STRONGEST_BASIC>
10.035785276855403

> <JCHEM_POLAR_SURFACE_AREA>
151.32

> <JCHEM_REFRACTIVITY>
185.41360000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.05e-02 g/l

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

> <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      -1.146  -3.312   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.375  -3.189   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.508  -2.697   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.886  -1.083   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.664  -0.649   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.706  -1.817   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.828   0.543   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.010   1.934   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.702  -1.462   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.913  -2.094   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.299  -3.628   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.914  -4.638   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.949  -4.777   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -0.140  -6.487   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.739  -6.943   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.801  -4.620   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.360  -5.663   0.000  0.00  0.00           N+0
HETATM   18  C   UNK     0      -1.041  -4.893   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.688  -7.321   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.786  -8.376   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       3.284  -6.214   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       5.859  -3.569   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       6.603  -2.182   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.596  -0.862   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       4.670  -0.413   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       5.176   1.293   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       6.350   2.434   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.726  -0.065   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.179  -1.681   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       9.146  -0.414   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.250  -5.076   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       6.726  -5.835   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.869  -3.234   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -4.220  -2.335   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      -5.600  -3.018   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -5.699  -4.555   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -6.882  -2.164   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -8.262  -2.847   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      -9.544  -1.993   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -9.445  -0.456   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      -8.065   0.227   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.783  -0.627   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      -8.361  -4.384   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      -9.741  -5.067   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0     -11.023  -4.213   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      -9.840  -6.604   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -11.220  -7.287   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -11.318  -8.824   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -10.037  -9.677   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -12.699  -9.507   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0     -12.797 -11.043   0.000  0.00  0.00           C+0
CONECT    1    2    6   18   33                                             
CONECT    2    1    3   13                                                  
CONECT    3    2    4    9   16                                             
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7                                                            
CONECT    9    3   10   28                                                  
CONECT   10    9   11   25                                                  
CONECT   11   10   12   22   31                                             
CONECT   12   11   13   16   21                                             
CONECT   13   12    2   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16   12    3   17                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17    1                                                       
CONECT   19   17   20                                                       
CONECT   20   19                                                            
CONECT   21   12                                                            
CONECT   22   11   23                                                       
CONECT   23   22   24   29                                                  
CONECT   24   23   25   28                                                  
CONECT   25   24   10   26                                                  
CONECT   26   25   27                                                       
CONECT   27   26                                                            
CONECT   28   24    9                                                       
CONECT   29   23   30                                                       
CONECT   30   29                                                            
CONECT   31   11   32                                                       
CONECT   32   31                                                            
CONECT   33    1   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38   42                                                  
CONECT   38   37   39   43                                                  
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   37                                                       
CONECT   43   38   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50                                                  
CONECT   49   48                                                            
CONECT   50   48   51                                                       
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  114    0
END

View in JSmol

Synonyms

Value	Source
N-[2-({[(1S,2R,3R,4S,5R,6S,8R,9S,10S,13S,16S,17R,18S)-11-ethyl-9-hydroxy-4,6,8,16,18-pentamethoxy-11-azahexacyclo[7.7.2.1,.0,.0,.0,]nonadecan-13-yl]methoxy}carbonyl)phenyl]-4-methoxy-4-oxobutanimidate	Generator

Chemical Formula

C₃₈H₅₄N₂O₁₁

Average Mass

714.8530 Da

Monoisotopic Mass

714.37276 Da

IUPAC Name

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

Traditional Name

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C38H54N2O11/c1-8-40-19-35(20-51-33(43)21-11-9-10-12-24(21)39-27(41)13-14-28(42)47-4)16-15-26(46-3)37-23-17-22-25(45-2)18-36(50-7,29(23)30(22)48-5)38(44,34(37)40)32(49-6)31(35)37/h9-12,22-23,25-26,29-32,34,44H,8,13-20H2,1-7H3,(H,39,41)/t22-,23-,25+,26+,29-,30+,31-,32+,34+,35+,36-,37+,38-/m1/s1

InChI Key

PXDSODACKDGKHO-VEDNAUCKSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aconitum barbatum	Plant	KNApSAcK
Aconitum septentrionale	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
Acylaminobenzoic acid or derivatives
Quinolidine
Benzoate ester
Alkaloid or derivatives
Anilide
Benzoic acid or derivatives
N-arylamide
Benzoyl
Fatty acid methyl ester
Fatty acid ester
Azepane
Fatty acyl
Benzenoid
Piperidine
Fatty amide
Dicarboxylic acid or derivatives
Monocyclic benzene moiety
Vinylogous amide
Methyl ester
Tertiary alcohol
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary carboxylic acid amide
Carboxylic acid ester
Carboxamide group
Amino acid or derivatives
1,2-aminoalcohol
Azacycle
Organoheterocyclic compound
Ether
Dialkyl ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Terpenoid alkaloids (C08706 )

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	2.66	ALOGPS
logP	1.56	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	12.04	ChemAxon
pKa (Strongest Basic)	10.04	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	151.32 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	185.41 m³·mol⁻¹	ChemAxon
Polarizability	77.61 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

78315893

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

102482118

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Septentrionine (NP0050812)

MOL for NP0050812 (Septentrionine)

3D MOL for NP0050812 (Septentrionine)

3D SDF for NP0050812 (Septentrionine)

3D-SDF for NP0050812 (Septentrionine)

PDB for NP0050812 (Septentrionine)

3D PDB for NP0050812 (Septentrionine)

SMILES for NP0050812 (Septentrionine)

INCHI for NP0050812 (Septentrionine)

Structure for NP0050812 (Septentrionine)

3D Structure for NP0050812 (Septentrionine)