NP-MRD: Showing NP-Card for (1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate (NP0242995)

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Record Information

Version

2.0

Created at

2022-09-07 03:27:10 UTC

Updated at

2022-09-07 03:27:11 UTC

NP-MRD ID

NP0242995

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate

Description

Daphnezomine C belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms. (1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate is found in Daphniphyllum macropodum. Based on a literature review a small amount of articles have been published on Daphnezomine C.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072205272D          

 34 40  0  0  1  0            999 V2000
    5.4285    1.9469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.6658    1.6661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0002    0.7231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0392    0.4945    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5108   -0.4501    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
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  7 16  1  0  0  0  0
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 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
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 28 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  1  0  0  0
 25 30  1  0  0  0  0
 16 31  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
  8 34  1  0  0  0  0
 11 34  1  0  0  0  0
M  CHG  2  32   1  33  -1
M  END

     RDKit          2D

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 34 77  1  0
M  CHG  2  32   1  33  -1
M  END


  Mrv1652309072205272D          

 34 40  0  0  1  0            999 V2000
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 11 10  1  6  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 15 14  1  1  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 21 19  1  1  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 21 29  1  0  0  0  0
 29 30  1  1  0  0  0
 25 30  1  0  0  0  0
 16 31  1  0  0  0  0
  4 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
  8 34  1  0  0  0  0
 11 34  1  0  0  0  0
M  CHG  2  32   1  33  -1
M  END
> <DATABASE_ID>
NP0242995

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@H]1CC[C@H]2[C@@H]3CC[C@]45CCC[C@H]4[C@]2(CCC(=O)[C@]2(C)CO[C@]4(C)CC[C@@H]2O4)C1=[N+]([O-])C35

> <INCHI_IDENTIFIER>
InChI=1S/C29H43NO4/c1-17(2)18-7-8-20-19-9-14-28-12-5-6-21(28)29(20,25(18)30(32)24(19)28)15-10-22(31)26(3)16-33-27(4)13-11-23(26)34-27/h17-21,23-24H,5-16H2,1-4H3/t18-,19+,20+,21-,23+,24?,26+,27+,28-,29-/m1/s1

> <INCHI_KEY>
WLTDHXLVGBJMHV-DRFABPHRSA-N

> <FORMULA>
C29H43NO4

> <MOLECULAR_WEIGHT>
469.666

> <EXACT_MASS>
469.319208869

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
77

> <JCHEM_AVERAGE_POLARIZABILITY>
27.25804543970247

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,3R,7R,10S,14R)-2-{3-[(1S,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,11}]hexadec-12-en-12-ium-12-olate

> <JCHEM_LOGP>
2.4978845935282545

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
18.117096870392242

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.252055400853062

> <JCHEM_PKA_STRONGEST_BASIC>
-4.0506704196819125

> <JCHEM_POLAR_SURFACE_AREA>
61.599999999999994

> <JCHEM_REFRACTIVITY>
131.98569999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,3R,7R,10S,14R)-2-{3-[(1S,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,11}]hexadec-12-en-12-ium-12-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0      10.133   3.634   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.440   2.259   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.285   0.971   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.903   2.171   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.843   3.110   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.467   1.350   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.673   0.923   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.687  -0.840   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.362  -1.840   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.005  -0.969   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.433   0.567   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.767   0.730   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.253   2.179   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.603   2.973   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.050   2.054   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.919   1.943   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.446   3.390   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.456   4.570   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.982   6.017   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.499   6.284   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.993   7.197   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.063   5.969   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.363   7.899   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       5.668   9.409   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.678  10.588   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.311  11.992   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.139  10.550   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.209   9.322   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.589   7.830   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       3.289   9.470   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.586   0.706   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0       5.732  -0.749   0.000  0.00  0.00           N+1
HETATM   33  O   UNK     0       6.271  -2.191   0.000  0.00  0.00           O-1
HETATM   34  C   UNK     0       3.888  -0.130   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   31                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   16                                                  
CONECT    8    7    9   34                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   15   34                                             
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15    7   17   31                                             
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23   29                                             
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27   30                                             
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   21   30                                                  
CONECT   30   29   25                                                       
CONECT   31   16    4   32                                                  
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32    8   11                                                  
MASTER        0    0    0    0    0    0    0    0   34    0   80    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₉H₄₃NO₄

Average Mass

469.6660 Da

Monoisotopic Mass

469.31921 Da

IUPAC Name

(1S,2R,3R,7R,10S,14R)-2-{3-[(1S,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-(propan-2-yl)-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,11}]hexadec-12-en-12-ium-12-olate

Traditional Name

(1S,2R,3R,7R,10S,14R)-2-{3-[(1S,4R,5S)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0^{2,13}.0^{3,7}.0^{7,11}]hexadec-12-en-12-ium-12-olate

CAS Registry Number

Not Available

SMILES

CC(C)[C@H]1CC[C@H]2[C@@H]3CC[C@]45CCC[C@H]4[C@]2(CCC(=O)[C@]2(C)CO[C@]4(C)CC[C@@H]2O4)C1=[N+]([O-])C35

InChI Identifier

InChI=1S/C29H43NO4/c1-17(2)18-7-8-20-19-9-14-28-12-5-6-21(28)29(20,25(18)30(32)24(19)28)15-10-22(31)26(3)16-33-27(4)13-11-23(26)34-27/h17-21,23-24H,5-16H2,1-4H3/t18-,19+,20+,21-,23+,24?,26+,27+,28-,29-/m1/s1

InChI Key

WLTDHXLVGBJMHV-DRFABPHRSA-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
Daphniphyllum macropodum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Ketal
Tetrahydropyridine
Oxepane
Meta-dioxane
Tetrahydrofuran
Nitrone
Ketone
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Allyl-type 1,3-dipolar organic compound
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organic zwitterion
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	2.5	ChemAxon
pKa (Strongest Acidic)	6.25	ChemAxon
pKa (Strongest Basic)	-4.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	61.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	131.99 m³·mol⁻¹	ChemAxon
Polarizability	27.26 Å³	ChemAxon
Number of Rings	7	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	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

100947299

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,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate (NP0242995)

MOL for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

3D MOL for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

3D SDF for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

3D-SDF for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

PDB for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

3D PDB for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

SMILES for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

INCHI for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

Structure for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)

3D Structure for NP0242995 ((1s,2r,3r,7r,10s,14r)-2-{3-[(1s,4r,5s)-1,4-dimethyl-2,8-dioxabicyclo[3.2.1]octan-4-yl]-3-oxopropyl}-14-isopropyl-12-azapentacyclo[8.6.0.0²,¹³.0³,⁷.0⁷,¹¹]hexadec-12-en-12-ium-12-olate)