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Showing NP-Card for 9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane (NP0228664)

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Record Information
Version2.0
Created at2022-09-06 08:24:10 UTC
Updated at2022-09-06 08:24:11 UTC
NP-MRD IDNP0228664
Secondary Accession NumbersNone
Natural Product Identification
Common Name9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane
DescriptionCyclotropine belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms. 9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane is found in Datura stramonium. 9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane was first documented in 2011 (PMID: 20858536). Based on a literature review very few articles have been published on Cyclotropine.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)


  Mrv1652309062210242D          

 10 12  0  0  0  0            999 V2000
    0.1894    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    1.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1462    1.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9587    1.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5177    0.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540    0.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0012   -0.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302    0.5057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6808   -0.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191    0.1069    0.0000 O   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
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
M  END
Download

3D MOL for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)

     RDKit          3D

 23 25  0  0  0  0  0  0  0  0999 V2000
    1.8567   -0.2357   -0.3277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6232    0.1707    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1544    0.5031    1.1038 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7390   -0.6856    1.1145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4500   -0.8230   -0.2312 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3306   -0.9868   -1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5873    0.2073   -1.0718 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0371    1.1865   -0.1967 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3532    1.4636   -0.3813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1381    0.3365   -0.5527 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0354   -1.3134   -0.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6782    0.3684   -0.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1705    1.1213    1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9213   -0.5649    1.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1050    1.2342    1.8669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2530   -1.6440    1.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5530   -0.4958    1.8573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1157   -1.6833   -0.2717 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8155   -0.9727   -2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1626   -1.9460   -1.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8323    0.5822   -2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4898    2.2281   -1.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7159    1.9492    0.5722 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  1  7  1  0
  7  6  1  0
  6  5  1  0
  5  4  1  0
  4  3  1  0
  3  8  1  0
  8  9  1  0
  9 10  1  0
  3  2  1  0
  8  7  1  0
 10  5  1  0
  2 13  1  0
  2 14  1  0
  1 11  1  0
  1 12  1  0
  7 21  1  6
  6 19  1  0
  6 20  1  0
  5 18  1  1
  4 16  1  0
  4 17  1  0
  3 15  1  1
  9 22  1  0
  9 23  1  0
M  END
Download

3D SDF for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)


  Mrv1652309062210242D          

 10 12  0  0  0  0            999 V2000
    0.1894    0.4116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3168    1.2767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1462    1.3504    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9587    1.5416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5177    0.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9540    0.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0012   -0.0185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1302    0.5057    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6808   -0.1982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5191    0.1069    0.0000 O   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
  1  7  1  0  0  0  0
  7  8  1  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0228664

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C1CC2CC3CC1N2CO3

> <INCHI_IDENTIFIER>
InChI=1S/C8H13NO/c1-2-7-4-8-3-6(1)9(7)5-10-8/h6-8H,1-5H2

> <INCHI_KEY>
YMPUMGQNTHXZLD-UHFFFAOYSA-N

> <FORMULA>
C8H13NO

> <MOLECULAR_WEIGHT>
139.198

> <EXACT_MASS>
139.099714043

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
23

> <JCHEM_AVERAGE_POLARIZABILITY>
15.143896099190835

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
9-oxa-7-azatricyclo[4.3.1.0^{3,7}]decane

> <JCHEM_LOGP>
0.6152631676666664

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.309322478353407

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
38.185500000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
9-oxa-7-azatricyclo[4.3.1.0^{3,7}]decane

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)

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PDB for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)
HEADER    PROTEIN                                 06-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-SEP-22         0                                  
HETATM    1  C   UNK     0       0.354   0.768   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.591   2.383   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.140   2.521   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.656   2.878   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.700   1.726   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.647   0.456   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.869  -0.034   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.110   0.944   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.138  -0.370   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.702   0.200   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    1    8                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   24    0
END

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3D PDB for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)
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SMILES for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)
C1CC2CC3CC1N2CO3
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INCHI for NP0228664 (9-oxa-7-azatricyclo[4.3.1.0³,⁷]decane)
InChI=1S/C8H13NO/c1-2-7-4-8-3-6(1)9(7)5-10-8/h6-8H,1-5H2
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H13NO
Average Mass139.1980 Da
Monoisotopic Mass139.09971 Da
IUPAC Name9-oxa-7-azatricyclo[4.3.1.0^{3,7}]decane
Traditional Name9-oxa-7-azatricyclo[4.3.1.0^{3,7}]decane
CAS Registry NumberNot Available
SMILES
C1CC2CC3CC1N2CO3
InChI Identifier
InChI=1S/C8H13NO/c1-2-7-4-8-3-6(1)9(7)5-10-8/h6-8H,1-5H2
InChI KeyYMPUMGQNTHXZLD-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
Datura stramoniumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as piperidines. Piperidines are compounds containing a piperidine ring, which is a saturated aliphatic six-member ring with one nitrogen atom and five carbon atoms.
KingdomOrganic compounds  
Super ClassOrganoheterocyclic compounds  
ClassPiperidines  
Sub ClassNot Available
Direct ParentPiperidines  
Alternative Parents
Substituents
  • N-alkylpyrrolidine
    • 

  • Piperidine
    • 

  • Oxazinane
    • 

  • 1,3-oxazinane
    • 

  • Pyrrolidine
    • 

  • Hemiaminal
    • 

  • Oxacycle
    • 

  • Azacycle
    • 

  • Organic nitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Amine
    • 

  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
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
logP0.62ChemAxon
pKa (Strongest Basic)8.31ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity38.19 m³·mol⁻¹ChemAxon
Polarizability15.14 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound86063784  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. El Bazaoui A, Bellimam MA, Soulaymani A: Nine new tropane alkaloids from Datura stramonium L. identified by GC/MS. Fitoterapia. 2011 Mar;82(2):193-7. doi: 10.1016/j.fitote.2010.09.010. Epub 2010  Sep 18. [PubMed:20858536  ] 
  2. LOTUS database [Link]