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Showing NP-Card for Calystegin A3 (NP0049169)

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Record Information
Version2.0
Created at2022-03-17 21:08:12 UTC
Updated at2022-03-17 21:08:12 UTC
NP-MRD IDNP0049169
Secondary Accession NumbersNone
Natural Product Identification
Common NameCalystegin A3
DescriptionCalystegin A3 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. Calystegin A3 is a very strong basic compound (based on its pKa). Outside of the human body, Calystegin A3 has been detected, but not quantified in, several different foods, such as alcoholic beverages, eggplants, potato, and sweet potato. Calystegin A3 is found in Atropa belladonna , Brunfelsia nitida, Calystegia arvensis, Calystegia japonica Choisy , Calystegia sepium , Calystegia soldanella (L.) Roem.et Schult. , Convolvulus arvensis L , Convolvulus caput-medusae Lowe, Convolvulus cneorum L., Convolvulus sabatius ssp.mauritanicus, Datura wrightii, Dichondra repens , Erythroxylum novogranatense, Hyoscyamus albus , Hyoscyamus niger, Ipomoea setifera , Mandragora autumnalis , Mandragora officinarum L. , Maripa panamensis, Merremia cissoides, Physalis alkekengi , Physalis lagascae, Solanum dimidiatum, Solanum dulcamara , Solanum kwebense, Stictocardia campanulata, Turbina abutiloides and Withania frutescens. This could make calystegin A3 a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049169 (Calystegin A3)


  Mrv0541 05061310322D          

 11 12  0  0  0  0            999 V2000
    0.7364   -1.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1191   -1.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0554   -0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -1.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6035   -0.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365   -0.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -0.0346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -2.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859    0.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726   -0.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
M  END
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3D MOL for NP0049169 (Calystegin A3)

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3D SDF for NP0049169 (Calystegin A3)

  Mrv0541 05061310322D          

 11 12  0  0  0  0            999 V2000
    0.7364   -1.2597    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1191   -1.6348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9797   -0.5391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0554   -0.5545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1172   -1.3525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6035   -0.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6365   -0.9259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5796   -0.0346    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6241   -2.0570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6859    0.0285    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1726   -0.5662    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  2  1  0  0  0  0
  7  6  1  0  0  0  0
  8  4  1  0  0  0  0
  8  7  1  0  0  0  0
  9  5  1  0  0  0  0
 10  6  1  0  0  0  0
 11  7  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049169

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OC1CC2CCC(O)(N2)C1O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13NO3/c9-5-3-4-1-2-7(11,8-4)6(5)10/h4-6,8-11H,1-3H2

> <INCHI_KEY>
XOCBOVUINUHZJA-UHFFFAOYSA-N

> <FORMULA>
C7H13NO3

> <MOLECULAR_WEIGHT>
159.183

> <EXACT_MASS>
159.089543287

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
15.79375551658847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
8-azabicyclo[3.2.1]octane-1,2,3-triol

> <ALOGPS_LOGP>
-1.19

> <JCHEM_LOGP>
-1.4581674610000002

> <ALOGPS_LOGS>
0.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
13.598801520007573

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.234223062209615

> <JCHEM_PKA_STRONGEST_BASIC>
9.140574878413886

> <JCHEM_POLAR_SURFACE_AREA>
72.72

> <JCHEM_REFRACTIVITY>
37.9739

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.60e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-azabicyclo[3.2.1]octane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0049169 (Calystegin A3)
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PDB for NP0049169 (Calystegin A3)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       1.375  -2.351   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.222  -3.052   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.695  -1.006   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.970  -1.035   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.952  -2.525   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.993  -1.728   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.188  -1.728   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       1.082  -0.065   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0       4.898  -3.840   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       3.147   0.053   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.322  -1.057   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    7                                                       
CONECT    3    4    5                                                       
CONECT    4    1    3    8                                                  
CONECT    5    3    6    9                                                  
CONECT    6    5    7   10                                                  
CONECT    7    2    6    8   11                                             
CONECT    8    4    7                                                       
CONECT    9    5                                                            
CONECT   10    6                                                            
CONECT   11    7                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END

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3D PDB for NP0049169 (Calystegin A3)
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SMILES for NP0049169 (Calystegin A3)
OC1CC2CCC(O)(N2)C1O
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INCHI for NP0049169 (Calystegin A3)
InChI=1S/C7H13NO3/c9-5-3-4-1-2-7(11,8-4)6(5)10/h4-6,8-11H,1-3H2
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SynonymsNot Available
Chemical FormulaC7H13NO3
Average Mass159.1830 Da
Monoisotopic Mass159.08954 Da
IUPAC Name8-azabicyclo[3.2.1]octane-1,2,3-triol
Traditional Name8-azabicyclo[3.2.1]octane-1,2,3-triol
CAS Registry Number131580-36-4
SMILES
OC1CC2CCC(O)(N2)C1O
InChI Identifier
InChI=1S/C7H13NO3/c9-5-3-4-1-2-7(11,8-4)6(5)10/h4-6,8-11H,1-3H2
InChI KeyXOCBOVUINUHZJA-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Atropa belladonnaPlant
Brunfelsia nitidaPlant
Calystegia arvensisPlant
Calystegia japonica ChoisyPlant
Calystegia sepiumPlant
Calystegia soldanella (L.) Roem.et Schult.Plant
Convolvulus arvensis LPlant
Convolvulus caput-medusae LowePlant
Convolvulus cneorumPlant
Convolvulus sabatius ssp.mauritanicusPlant
Datura wrightiiPlant
Dichondra repensPlant
Erythroxylum novogranatensePlant
Hyoscyamus albusPlant
Hyoscyamus nigerLOTUS Database
Ipomoea batatasFooDB
Ipomoea setiferaPlant
Mandragora autumnalisPlant
Mandragora officinarum L.Plant
Maripa panamensisPlant
Merremia cissoidesPlant
Physalis alkekengiPlant
Physalis lagascaeLOTUS Database
Solanum dimidiatumPlant
Solanum dulcamaraPlant
Solanum kwebensePlant
Solanum melongenaFooDB
Solanum tuberosumFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Stictocardia campanulataPlant
Turbina abutiloidesPlant
Withania frutescensPlant
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
    • 

  • Cyclic alcohol
    • 

  • Pyrrolidine
    • 

  • 1,2-diol
    • 

  • Hemiaminal
    • 

  • Secondary alcohol
    • 

  • Alkanolamine
    • 

  • Secondary aliphatic amine
    • 

  • Polyol
    • 

  • Azacycle
    • 

  • Organoheterocyclic compound
    • 

  • Secondary amine
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Alcohol
    • 

  • Organooxygen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic nitrogen compound
    • 

  • Amine
    • 

  • Organic oxygen 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
logP-1.2ALOGPS
logP-1.5ChemAxon
logS0.62ALOGPS
pKa (Strongest Acidic)12.23ChemAxon
pKa (Strongest Basic)9.14ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area72.72 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity37.97 m³·mol⁻¹ChemAxon
Polarizability15.79 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038593  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB017984  
KNApSAcK IDC00002282  
Chemspider ID3684607  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound4486820  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available