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Showing NP-Card for 3alpha,7beta-Dihydroxytropane (NP0067738)

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Record Information
Version2.0
Created at2022-04-28 12:35:24 UTC
Updated at2022-04-28 12:35:24 UTC
NP-MRD IDNP0067738
Secondary Accession NumbersNone
Natural Product Identification
Common Name3alpha,7beta-Dihydroxytropane
Description(1R,3R,5S,6R)-8-methyl-8-azabicyclo[3.2.1]Octane-3,6-diol 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. 3alpha,7beta-Dihydroxytropane is found in Brugmansia candida, Datura candida X candida , Datura innoxia Mill , Datura inoxia and Physochlaina alaica E.Korot.. Based on a literature review very few articles have been published on (1R,3R,5S,6R)-8-methyl-8-azabicyclo[3.2.1]Octane-3,6-diol.
Structure
Thumb
MOL3D MOLSDFPDBSMILESInChI

MOL for NP0067738 (3alpha,7beta-Dihydroxytropane)


  Mrv1652304282214352D          

 11 12  0  0  1  0            999 V2000
    0.1593    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -0.3309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8044   -0.8453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6087   -0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9666    0.0816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6087    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    1.0085    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0361    0.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207    0.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840   -0.6888    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  6  0  0  0
  3  8  1  6  0  0  0
  8  9  1  0  0  0  0
  5 10  1  1  0  0  0
  2 11  1  6  0  0  0
M  END
Download

3D MOL for NP0067738 (3alpha,7beta-Dihydroxytropane)

     RDKit          3D

 26 27  0  0  0  0  0  0  0  0999 V2000
   -1.6954   -1.0212    1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206   -0.1754    0.2497 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4582    0.9109    0.5777 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8147    0.4060    1.2047 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5623   -0.5163    0.2888 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4969    0.1709   -0.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710   -1.4069   -0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6580   -0.8131   -0.8494 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4477    0.3834   -1.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1348    1.4899   -0.7983 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9554    2.5951   -1.0512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8354   -0.3915    2.2339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7274   -1.4238    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0601   -1.8992    1.4906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9035    1.6642    1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5236   -0.1816    2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4737    1.2099    1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1855   -1.1847    0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4053    0.1461   -0.1186 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5353   -2.3977   -0.0252 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1979   -1.5995   -1.4910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2662   -1.6013   -1.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4346    0.6060   -2.2774 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3421    0.2082   -2.5153 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8995    1.8366   -0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2105    2.9847   -0.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  3  2  1  0
  7  8  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  8 22  1  6
  9 23  1  0
  9 24  1  0
 10 25  1  1
 11 26  1  0
  3 15  1  1
  4 16  1  0
  4 17  1  0
  5 18  1  1
  6 19  1  0
  7 20  1  0
  7 21  1  0
M  END
Download

3D SDF for NP0067738 (3alpha,7beta-Dihydroxytropane)


  Mrv1652304282214352D          

 11 12  0  0  1  0            999 V2000
    0.1593    0.4941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1593   -0.3309    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8044   -0.8453    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6087   -0.6617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9666    0.0816    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6087    0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8044    1.0085    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0361    0.0816    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8207    0.3366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7916    0.0816    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5840   -0.6888    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  6  0  0  0
  3  8  1  6  0  0  0
  8  9  1  0  0  0  0
  5 10  1  1  0  0  0
  2 11  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0067738

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CN1[C@H]2C[C@@H](O)[C@@H]1C[C@H](O)C2

> <INCHI_IDENTIFIER>
InChI=1S/C8H15NO2/c1-9-5-2-6(10)4-7(9)8(11)3-5/h5-8,10-11H,2-4H2,1H3/t5-,6-,7+,8-/m1/s1

> <INCHI_KEY>
QWVUOVZJBNQSNS-OOJXKGFFSA-N

> <FORMULA>
C8H15NO2

> <MOLECULAR_WEIGHT>
157.213

> <EXACT_MASS>
157.110278727

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
16.911787495640453

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3R,5S,6R)-8-methyl-8-azabicyclo[3.2.1]octane-3,6-diol

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-1.1141369479999998

> <ALOGPS_LOGS>
0.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
15.256856288826484

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.446882671834384

> <JCHEM_PKA_STRONGEST_BASIC>
9.06001510604236

> <JCHEM_POLAR_SURFACE_AREA>
43.7

> <JCHEM_REFRACTIVITY>
41.911699999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.26e+03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3R,5S,6R)-8-methyl-8-azabicyclo[3.2.1]octane-3,6-diol

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for NP0067738 (3alpha,7beta-Dihydroxytropane)

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PDB for NP0067738 (3alpha,7beta-Dihydroxytropane)
HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.297   0.922   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.297  -0.618   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.501  -1.578   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.003  -1.235   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.671   0.152   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.003   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.501   1.883   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.934   0.152   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       3.399   0.628   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.211   0.152   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.090  -1.286   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3   11                                                  
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                                                            
CONECT   10    5                                                            
CONECT   11    2                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0067738 (3alpha,7beta-Dihydroxytropane)
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SMILES for NP0067738 (3alpha,7beta-Dihydroxytropane)
CN1[C@H]2C[C@@H](O)[C@@H]1C[C@H](O)C2
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INCHI for NP0067738 (3alpha,7beta-Dihydroxytropane)
InChI=1S/C8H15NO2/c1-9-5-2-6(10)4-7(9)8(11)3-5/h5-8,10-11H,2-4H2,1H3/t5-,6-,7+,8-/m1/s1
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View in JSmol
SynonymsNot Available
Chemical FormulaC8H15NO2
Average Mass157.2130 Da
Monoisotopic Mass157.11028 Da
IUPAC Name(1R,3R,5S,6R)-8-methyl-8-azabicyclo[3.2.1]octane-3,6-diol
Traditional Name(1R,3R,5S,6R)-8-methyl-8-azabicyclo[3.2.1]octane-3,6-diol
CAS Registry NumberNot Available
SMILES
CN1[C@H]2C[C@@H](O)[C@@H]1C[C@H](O)C2
InChI Identifier
InChI=1S/C8H15NO2/c1-9-5-2-6(10)4-7(9)8(11)3-5/h5-8,10-11H,2-4H2,1H3/t5-,6-,7+,8-/m1/s1
InChI KeyQWVUOVZJBNQSNS-OOJXKGFFSA-N
Experimental Spectra
Not Available
Predicted Spectra
Spectrum TypeDescriptionDepositor IDDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 25 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 252 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 50 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 75 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 101 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 126 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 151 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 176 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 201 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 226 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Brugmansia x candidaLOTUS Database
Datura candida X candidaPlant
Datura innoxia MillPlant
Datura inoxiaLOTUS Database
Physochlaina alaica E.Korot.Plant
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
    • 

  • Cyclic alcohol
    • 

  • Pyrrolidine
    • 

  • 1,2-aminoalcohol
    • 

  • Secondary alcohol
    • 

  • Tertiary amine
    • 

  • Tertiary aliphatic amine
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Hydrocarbon derivative
    • 

  • Organopnictogen compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxygen compound
    • 

  • Amine
    • 

  • Organic nitrogen compound
    • 

  • Alcohol
    • 

  • 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
logP-0.49ALOGPS
logP-1.1ChemAxon
logS0.9ALOGPS
pKa (Strongest Acidic)14.45ChemAxon
pKa (Strongest Basic)9.06ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area43.7 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity41.91 m³·mol⁻¹ChemAxon
Polarizability16.91 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID110540819  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13855894  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available