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Showing NP-Card for (7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine (NP0283841)

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Record Information
Version2.0
Created at2022-09-09 11:16:34 UTC
Updated at2022-09-09 11:16:34 UTC
NP-MRD IDNP0283841
Secondary Accession NumbersNone
Natural Product Identification
Common Name(7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine
DescriptionSupinidine methyl ether belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus. (7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine is found in Crotalaria aridicola and Crotalaria trifoliastrum. Based on a literature review very few articles have been published on Supinidine methyl ether.
Structure
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MOL3D MOLSDFPDBSMILESInChI

MOL for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)


  Mrv1652309092213162D          

 11 12  0  0  1  0            999 V2000
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  1  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  2  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  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11  7  1  1  0  0  0
M  END
Download

3D MOL for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
    3.8307    0.2330    1.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4471    0.0220    0.9392 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1269    0.0883   -0.4136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6672   -0.1249   -0.6220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1461   -1.1067   -1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3611   -0.9789   -1.3144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4903    0.4764   -1.0933 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7522    0.7463   -0.4732 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5858    0.1369    0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0961    0.0130    1.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4680    0.6556   -0.0887 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3987   -0.5479    0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1929    0.1609    2.0796 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1236    1.2051    0.5534 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6674   -0.7364   -0.9076 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874    1.0414   -0.7974 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7114   -1.8708   -1.8734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7080   -1.1952   -2.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8113   -1.5608   -0.5140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5580    0.2469   -1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8964    1.8406   -0.4469 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0979   -0.8410    0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0681    0.8398    1.6222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8709    0.5766    2.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8144   -1.0395    1.2377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207    1.7195    0.0858 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  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  4  1  0
 11  7  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  3 16  1  0
  5 17  1  0
  6 18  1  0
  6 19  1  0
  8 20  1  0
  8 21  1  0
  9 22  1  0
  9 23  1  0
 10 24  1  0
 10 25  1  0
 11 26  1  1
M  END
Download

3D SDF for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)


  Mrv1652309092213162D          

 11 12  0  0  1  0            999 V2000
   -0.0473   -2.6631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2076   -1.8785    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0146   -1.7070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 C   0  0  1  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  2  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  1  0  0  0  0
 10 11  1  0  0  0  0
  4 11  1  0  0  0  0
 11  7  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0283841

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COCC1=CCN2CCC[C@@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C9H15NO/c1-11-7-8-4-6-10-5-2-3-9(8)10/h4,9H,2-3,5-7H2,1H3/t9-/m0/s1

> <INCHI_KEY>
GINGABFMWWPYLM-VIFPVBQESA-N

> <FORMULA>
C9H15NO

> <MOLECULAR_WEIGHT>
153.225

> <EXACT_MASS>
153.115364107

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
17.77532868166405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(7aS)-7-(methoxymethyl)-2,3,5,7a-tetrahydro-1H-pyrrolizine

> <JCHEM_LOGP>
0.6171413510000001

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.841002437994822

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
46.35680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(7aS)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3H-pyrrolizine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)

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PDB for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)
HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0      -0.088  -4.971   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.388  -3.507   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       1.894  -3.186   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.370   0.770   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       3.834   0.294   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       5.299   0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.834  -1.246   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   11                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    4    7                                                  
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)
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SMILES for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)
COCC1=CCN2CCC[C@@H]12
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INCHI for NP0283841 ((7as)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3h-pyrrolizine)
InChI=1S/C9H15NO/c1-11-7-8-4-6-10-5-2-3-9(8)10/h4,9H,2-3,5-7H2,1H3/t9-/m0/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC9H15NO
Average Mass153.2250 Da
Monoisotopic Mass153.11536 Da
IUPAC Name(7aS)-7-(methoxymethyl)-2,3,5,7a-tetrahydro-1H-pyrrolizine
Traditional Name(7aS)-1-(methoxymethyl)-5,6,7,7a-tetrahydro-3H-pyrrolizine
CAS Registry NumberNot Available
SMILES
COCC1=CCN2CCC[C@@H]12
InChI Identifier
InChI=1S/C9H15NO/c1-11-7-8-4-6-10-5-2-3-9(8)10/h4,9H,2-3,5-7H2,1H3/t9-/m0/s1
InChI KeyGINGABFMWWPYLM-VIFPVBQESA-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
Crotalaria aridicolaLOTUS Database
Crotalaria trifoliastrumLOTUS Database
Chemical Taxonomy
Description Belongs to the class of organic compounds known as alkaloids and derivatives. These are naturally occurring chemical compounds that contain mostly basic nitrogen atoms. This group also includes some related compounds with neutral and even weakly acidic properties. Also some synthetic compounds of similar structure are attributed to alkaloids. In addition to carbon, hydrogen and nitrogen, alkaloids may also contain oxygen, sulfur and more rarely other elements such as chlorine, bromine, and phosphorus.
KingdomOrganic compounds  
Super ClassAlkaloids and derivatives  
ClassNot Available
Sub ClassNot Available
Direct ParentAlkaloids and derivatives  
Alternative Parents
Substituents
  • Alkaloid or derivatives
    • 

  • Pyrrolizine
    • 

  • N-alkylpyrrolidine
    • 

  • Pyrrolidine
    • 

  • Pyrroline
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Ether
    • 

  • Dialkyl ether
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Amine
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxygen compound
    • 

  • Organic nitrogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • 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)8.84ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.47 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity46.36 m³·mol⁻¹ChemAxon
Polarizability17.78 ųChemAxon
Number of Rings2ChemAxon
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 Compound91753264  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References
  1. LOTUS database [Link]