NP-MRD: Showing NP-Card for Tropine nonanoate (NP0138945)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-06-29 19:32:48 UTC

Updated at

2022-06-29 19:32:48 UTC

NP-MRD ID

NP0138945

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tropine nonanoate

Description

Tropine nonanoate belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane. Tropine nonanoate is found in Duboisia myoporoides. Tropine nonanoate is a very strong basic compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 51 52  0  0  0  0  0  0  0  0999 V2000
    5.3375    2.3306    1.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1862    1.2214    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3549    0.2921   -0.3683 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2285   -0.3176    0.4441 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3903   -1.2531   -0.4001 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2824   -1.8344    0.4476 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4040   -2.7746   -0.2990 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7052   -2.1785   -1.4751 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1567   -1.0517   -0.9774 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3261    0.0752   -0.7170 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5085   -1.1935   -0.7826 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4020   -0.2222   -0.3290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4702    0.1213   -1.3344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3850    1.1589   -0.7730 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5958    2.3380   -0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3065    1.9335    1.1959 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9905    0.5867    1.3501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0797   -0.5596    0.9657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0834    0.7396    0.4144 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9078   -0.3945    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8267    2.8359    0.1866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9887    3.0864    1.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6111    1.9750    1.7709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0080    1.6758   -0.0969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6312    0.6241    1.3158 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0219   -0.4672   -0.8011 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414    0.9171   -1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5797    0.5058    0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552   -0.8671    1.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0491   -2.0851   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0164   -0.7771   -1.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6817   -1.0151    0.8737 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7219   -2.4030    1.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5983   -3.1003    0.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9173   -3.7274   -0.5778 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4796   -1.7895   -2.1827 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0727   -2.8926   -2.0125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8131    0.7021   -0.1547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9682    0.5622   -2.2224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0203   -0.8008   -1.5675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0605    1.5152   -1.5750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7037    2.5631   -0.8179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    3.1995   -0.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8271    2.6207    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2558    1.9268    1.4627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4420    0.4583    2.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -0.7598    1.7904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7662   -1.4285    0.7794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8604   -0.9087   -0.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9804   -0.0650    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7536   -1.0983    1.1392 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 18  1  0
 18 17  1  0
 17 16  1  0
 16 15  1  0
 15 14  1  0
 14 13  1  0
 14 19  1  0
 19 20  1  0
 13 12  1  0
 19 17  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
 12 38  1  1
 18 47  1  0
 18 48  1  0
 17 46  1  1
 16 44  1  0
 16 45  1  0
 15 42  1  0
 15 43  1  0
 14 41  1  6
 13 39  1  0
 13 40  1  0
 20 49  1  0
 20 50  1  0
 20 51  1  0
M  END


  Mrv0541 04121516362D          

 20 21  0  0  0  0            999 V2000
   -7.1576    0.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4431    0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7286    0.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0141    0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2997    0.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5852    0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8707    0.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563    0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418    0.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4418    1.3067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7273    0.0692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0128    0.4817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6688    0.0169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4571    0.2601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7586    1.0281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3461    1.7426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5303    1.8655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0745    1.3044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1944    1.1787    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9089    1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 12 18  1  0  0  0  0
 17 19  1  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138945

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCC(=O)OC1CC2CCC(C1)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C17H31NO2/c1-3-4-5-6-7-8-9-17(19)20-16-12-14-10-11-15(13-16)18(14)2/h14-16H,3-13H2,1-2H3

> <INCHI_KEY>
MBJFPEAKHWYASN-UHFFFAOYSA-N

> <FORMULA>
C17H31NO2

> <MOLECULAR_WEIGHT>
281.44

> <EXACT_MASS>
281.235479242

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
34.69056792748209

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl nonanoate

> <ALOGPS_LOGP>
4.71

> <JCHEM_LOGP>
3.8426339123333326

> <ALOGPS_LOGS>
-3.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.385562863682367

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
81.97819999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.40e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl nonanoate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0     -13.361   0.899   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.027   0.129   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -10.693   0.899   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.360   0.129   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.026   0.899   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.692   0.129   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.359   0.899   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.025   0.129   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.691   0.899   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.691   2.439   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.358   0.129   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.024   0.899   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.248   0.032   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.720   0.486   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.283   1.919   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.513   3.253   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.990   3.482   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.139   2.435   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       2.230   2.200   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       3.563   2.970   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17   12                                                       
CONECT   19   17   14   20                                                  
CONECT   20   19                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

View in JSmol

Synonyms

Value	Source
Tropine nonanoic acid	Generator

Chemical Formula

C₁₇H₃₁NO₂

Average Mass

281.4400 Da

Monoisotopic Mass

281.23548 Da

IUPAC Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl nonanoate

Traditional Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl nonanoate

CAS Registry Number

Not Available

SMILES

CCCCCCCCC(=O)OC1CC2CCC(C1)N2C

InChI Identifier

InChI=1S/C17H31NO2/c1-3-4-5-6-7-8-9-17(19)20-16-12-14-10-11-15(13-16)18(14)2/h14-16H,3-13H2,1-2H3

InChI Key

MBJFPEAKHWYASN-UHFFFAOYSA-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
Duboisia myoporoides	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tropane alkaloid
Fatty acid ester
Piperidine
N-alkylpyrrolidine
Fatty acyl
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Azacycle
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Amine
Organic oxide
Hydrocarbon derivative
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	4.71	ALOGPS
logP	3.84	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	9.39	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.54 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	81.98 m³·mol⁻¹	ChemAxon
Polarizability	34.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	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

177828

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Tropine nonanoate (NP0138945)

MOL for NP0138945 (Tropine nonanoate)

3D MOL for NP0138945 (Tropine nonanoate)

3D SDF for NP0138945 (Tropine nonanoate)

3D-SDF for NP0138945 (Tropine nonanoate)

PDB for NP0138945 (Tropine nonanoate)

3D PDB for NP0138945 (Tropine nonanoate)

SMILES for NP0138945 (Tropine nonanoate)

INCHI for NP0138945 (Tropine nonanoate)

Structure for NP0138945 (Tropine nonanoate)

3D Structure for NP0138945 (Tropine nonanoate)