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Showing NP-Card for 3-Acetoxytropane (NP0138239)

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Record Information
Version2.0
Created at2022-05-31 17:16:57 UTC
Updated at2022-05-31 17:16:57 UTC
NP-MRD IDNP0138239
Secondary Accession NumbersNone
Natural Product Identification
Common Name3-Acetoxytropane
DescriptionTropine acetate, also known as 3-acetyltropine, 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. 3-Acetoxytropane is found in Brugmansia suaveolens and Mus musculus. Tropine acetate is a very strong basic compound (based on its pKa).
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0138239 (3-Acetoxytropane)


  Mrv1533004151517572D          

 13 14  0  0  0  0            999 V2000
    2.1787    0.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -0.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624    0.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624   -0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -0.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -1.4290    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
  2  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
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
Download

3D MOL for NP0138239 (3-Acetoxytropane)

     RDKit          3D

 30 31  0  0  0  0  0  0  0  0999 V2000
    4.6357    0.2251    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -0.2714   -0.1666 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1484   -1.3076   -0.8287 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1559    0.4213    0.2321 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857   -0.0750   -0.1286 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1310   -0.4368    1.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3547   -0.5576    0.8501 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6130   -1.4490   -0.3654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343   -0.4987   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3083    0.8489   -0.9014 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1954    0.9955   -0.9367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7839    0.7672    0.4664 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1899    0.9652    0.5099 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9751   -0.3868    1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5469    1.2986    0.4337 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3378    0.0964   -0.6739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0067   -1.0053   -0.7143 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2427    0.3919    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5679   -1.3585    1.5415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8831   -0.9804    1.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5503   -2.0215   -0.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7816   -2.1769   -0.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6146   -0.4650   -2.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8705   -0.7972   -2.2814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7603    1.6847   -1.4419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4969    0.8294   -2.0118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5336    2.0183   -0.6860 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6808    0.5872    1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436    0.5799   -0.3737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3736    2.0780    0.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
 13 12  1  0
 12 10  1  0
 10  9  1  0
  9  8  1  0
  8  7  1  0
  7  6  1  0
  6  5  1  0
  5 11  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  7 12  1  0
 11 10  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 10 25  1  6
  9 23  1  0
  9 24  1  0
  8 21  1  0
  8 22  1  0
  7 20  1  1
  6 18  1  0
  6 19  1  0
  5 17  1  6
 11 26  1  0
 11 27  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
M  END
Download

3D SDF for NP0138239 (3-Acetoxytropane)


  Mrv1533004151517572D          

 13 14  0  0  0  0            999 V2000
    2.1787    0.2548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3941   -0.0001    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624    0.9268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174    0.4124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5174   -0.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1624   -0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667   -0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3247   -0.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9667    0.7432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -0.0001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5622   -0.7146    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3872   -0.7146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1497   -1.4290    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
  2  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
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0138239

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1C2CCC1CC(C2)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17NO2/c1-7(12)13-10-5-8-3-4-9(6-10)11(8)2/h8-10H,3-6H2,1-2H3

> <INCHI_KEY>
MDIDMOWWLBGYPG-UHFFFAOYSA-N

> <FORMULA>
C10H17NO2

> <MOLECULAR_WEIGHT>
183.251

> <EXACT_MASS>
183.125928791

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
20.26652119310583

> <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 acetate

> <ALOGPS_LOGP>
1.18

> <JCHEM_LOGP>
0.47468607533333274

> <ALOGPS_LOGS>
-0.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
9.385562976127051

> <JCHEM_POLAR_SURFACE_AREA>
29.54

> <JCHEM_REFRACTIVITY>
49.7453

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.21e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetylpseudotropine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0138239 (3-Acetoxytropane)

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PDB for NP0138239 (3-Acetoxytropane)
HEADER    PROTEIN                                 15-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   15-APR-15         0                                  
HETATM    1  C   UNK     0       4.067   0.476   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       2.602  -0.000   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.170   1.730   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.966   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.966  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.170  -1.730   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.671  -1.388   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.339  -0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.671   1.387   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.879  -0.000   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       6.649  -1.334   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       8.189  -1.334   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.879  -2.668   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   28    0
END

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3D PDB for NP0138239 (3-Acetoxytropane)
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SMILES for NP0138239 (3-Acetoxytropane)
CN1C2CCC1CC(C2)OC(C)=O
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INCHI for NP0138239 (3-Acetoxytropane)
InChI=1S/C10H17NO2/c1-7(12)13-10-5-8-3-4-9(6-10)11(8)2/h8-10H,3-6H2,1-2H3
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Synonyms
ValueSource
Tropine acetic acidGenerator
3-AcetylpseudotropineMeSH
3-AcetyltropineMeSH
3-Acetyltropine, (3-beta) isomerMeSH
8-Methyl-8-azabicyclo[3.2.1]octan-3-yl acetic acidGenerator
Chemical FormulaC10H17NO2
Average Mass183.2510 Da
Monoisotopic Mass183.12593 Da
IUPAC Name8-methyl-8-azabicyclo[3.2.1]octan-3-yl acetate
Traditional Nameacetylpseudotropine
CAS Registry Number3423-26-5
SMILES
CN1C2CCC1CC(C2)OC(C)=O
InChI Identifier
InChI=1S/C10H17NO2/c1-7(12)13-10-5-8-3-4-9(6-10)11(8)2/h8-10H,3-6H2,1-2H3
InChI KeyMDIDMOWWLBGYPG-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, H2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Brugmansia suaveolensLOTUS Database
Mus musculusLOTUS Database
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.
KingdomOrganic compounds  
Super ClassAlkaloids and derivatives  
ClassTropane alkaloids  
Sub ClassNot Available
Direct ParentTropane alkaloids  
Alternative Parents
Substituents
  • Tropane alkaloid
    • 

  • Piperidine
    • 

  • N-alkylpyrrolidine
    • 

  • Pyrrolidine
    • 

  • Amino acid or derivatives
    • 

  • Carboxylic acid ester
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Carboxylic acid derivative
    • 

  • Organoheterocyclic compound
    • 

  • Azacycle
    • 

  • Organopnictogen compound
    • 

  • Carbonyl group
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Organic oxide
    • 

  • Hydrocarbon derivative
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP1.18ALOGPS
logP0.47ChemAxon
logS-0.18ALOGPS
pKa (Strongest Basic)9.39ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area29.54 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity49.75 m³·mol⁻¹ChemAxon
Polarizability20.27 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00025556  
Chemspider IDNot Available
KEGG Compound IDC12453  
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound103008  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available