NP-MRD: Showing NP-Card for 4-O-alpha-D-Galactopyranosylcalystegine B2 (NP0334975)

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Record Information

Version

2.0

Created at

2024-09-10 23:19:38 UTC

Updated at

2024-09-10 23:19:39 UTC

NP-MRD ID

NP0334975

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4-O-alpha-D-Galactopyranosylcalystegine B2

Description

4-O-alpha-D-Galactopyranosylcalystegine B2 belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond. Based on a literature review very few articles have been published on 4-O-alpha-D-Galactopyranosylcalystegine B2.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262301512D          

 23 25  0  0  0  0            999 V2000
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5396   -1.8633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3322   -1.0647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9201   -0.4859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128    0.3126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9176    0.5323    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9893   -0.5417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297   -0.0465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5824   -0.0348    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3348   -2.0830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7153   -0.7056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3007    0.8914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102    1.3308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6267   -2.0595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5999    0.0466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1765   -0.5960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5370   -0.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5135    0.1790    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
  5  3  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
 10  4  1  0  0  0  0
 10  9  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 13  2  1  0  0  0  0
 13 11  1  0  0  0  0
 14  4  1  0  0  0  0
 14 13  1  0  0  0  0
 15  3  1  0  0  0  0
 16  6  1  0  0  0  0
 17  7  1  0  0  0  0
 18  8  1  0  0  0  0
 19  9  1  0  0  0  0
 20 11  1  0  0  0  0
 21 13  1  0  0  0  0
 22  5  1  0  0  0  0
 22 12  1  0  0  0  0
 23 10  1  0  0  0  0
 23 12  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0334975

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(OC2C3CCC(O)(N3)C(O)C2O)C(O)C(O)C1O

> <INCHI_IDENTIFIER>
InChI=1/C13H23NO9/c15-3-5-6(16)7(17)8(18)12(22-5)23-10-4-1-2-13(21,14-4)11(20)9(10)19/h4-12,14-21H,1-3H2

> <INCHI_KEY>
IWKGAFMTKIYREN-UHFFFAOYNA-N

> <FORMULA>
C13H23NO9

> <MOLECULAR_WEIGHT>
337.325

> <EXACT_MASS>
337.137281325

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
32.3319173490408

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-azabicyclo[3.2.1]octane-1,2,3-triol

> <JCHEM_LOGP>
-3.919297787666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
12.403912068899828

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.876031955311335

> <JCHEM_PKA_STRONGEST_BASIC>
8.499037619978546

> <JCHEM_POLAR_SURFACE_AREA>
172.09999999999997

> <JCHEM_REFRACTIVITY>
71.4843

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-azabicyclo[3.2.1]octane-1,2,3-triol

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAY-23   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-23         0                                  
HETATM    1  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.474  -3.478   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.087  -1.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.184  -0.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.797   0.584   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.313   0.994   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.713  -1.011   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.008  -1.737   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.215  -0.087   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.087  -0.065   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0       9.958  -3.888   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      10.669  -1.317   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.895   1.664   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       6.926   2.484   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.903  -3.844   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.986   0.087   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.329  -1.113   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       6.602  -1.577   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.692   0.334   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1   13                                                       
CONECT    3    5   15                                                       
CONECT    4    1   10   14                                                  
CONECT    5    3    6   22                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8   17                                                  
CONECT    8    7   12   18                                                  
CONECT    9   10   11   19                                                  
CONECT   10    4    9   23                                                  
CONECT   11    9   13   20                                                  
CONECT   12    8   22   23                                                  
CONECT   13    2   11   14   21                                             
CONECT   14    4   13                                                       
CONECT   15    3                                                            
CONECT   16    6                                                            
CONECT   17    7                                                            
CONECT   18    8                                                            
CONECT   19    9                                                            
CONECT   20   11                                                            
CONECT   21   13                                                            
CONECT   22    5   12                                                       
CONECT   23   10   12                                                       
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

View in JSmol

Synonyms

Value	Source
4-O-a-D-Galactopyranosylcalystegine b2	Generator
4-O-Α-D-galactopyranosylcalystegine b2	Generator

Chemical Formula

C₁₃H₂₃NO₉

Average Mass

337.3250 Da

Monoisotopic Mass

337.13728 Da

IUPAC Name

4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-azabicyclo[3.2.1]octane-1,2,3-triol

Traditional Name

4-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-8-azabicyclo[3.2.1]octane-1,2,3-triol

CAS Registry Number

Not Available

SMILES

OCC1OC(OC2C3CCC(O)(N3)C(O)C2O)C(O)C(O)C1O

InChI Identifier

InChI=1/C13H23NO9/c15-3-5-6(16)7(17)8(18)12(22-5)23-10-4-1-2-13(21,14-4)11(20)9(10)19/h4-12,14-21H,1-3H2

InChI Key

IWKGAFMTKIYREN-UHFFFAOYNA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

This compound belongs to the class of organic compounds known as o-glycosyl compounds. These are glycoside in which a sugar group is bonded through one carbon to another group via a O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glycosyl compounds

Alternative Parents

Substituents

Hexose monosaccharide
O-glycosyl compound
Tropane alkaloid
Monosaccharide
Oxane
Piperidine
Pyrrolidine
Cyclic alcohol
Secondary alcohol
Hemiaminal
Oxacycle
Secondary amine
Azacycle
Polyol
Organoheterocyclic compound
Alkanolamine
Secondary aliphatic amine
Acetal
Hydrocarbon derivative
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Amine
Alcohol
Primary alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-3.9	ChemAxon
pKa (Strongest Acidic)	11.88	ChemAxon
pKa (Strongest Basic)	8.5	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	172.1 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	71.48 m³·mol⁻¹	ChemAxon
Polarizability	32.33 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for 4-O-alpha-D-Galactopyranosylcalystegine B2 (NP0334975)

MOL for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

3D MOL for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

3D SDF for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

3D-SDF for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

PDB for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

3D PDB for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

SMILES for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

INCHI for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

Structure for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)

3D Structure for NP0334975 (4-O-alpha-D-Galactopyranosylcalystegine B2)