NP-MRD: Showing NP-Card for 3-O-alpha-D-Glucopyranuronosyl-D-xylose (NP0336660)

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Record Information

Version

2.0

Created at

2024-09-11 07:18:03 UTC

Updated at

2024-09-11 07:18:03 UTC

NP-MRD ID

NP0336660

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-O-alpha-D-Glucopyranuronosyl-D-xylose

Description

3-O-alpha-D-Glucopyranuronosyl-D-xylose belongs to the class of organic compounds known as o-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond. Based on a literature review very few articles have been published on 3-O-alpha-D-Glucopyranuronosyl-D-xylose.

Structure

MOL SDF PDB SMILES InChI


  Mrv2104 05262309502D          

 22 23  0  0  0  0            999 V2000
    1.1180    2.1097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619    3.1716    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3334    2.3646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2797    1.8126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1082    1.0056    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6168    1.1141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023    0.7016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9023   -0.1234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5698   -0.6083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3148   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7998   -2.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4620    1.7704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6774    1.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0643    2.0675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2358    2.8745    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    0.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5059    0.7085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7212    0.4536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5497   -0.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2349   -0.6083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4898   -1.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0049   -2.0604    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  2  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
  4 14  1  0  0  0  0
  5 18  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
  8 20  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 21  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 17  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0336660

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1OC(O)C(O)C1OC1OC(C(O)C(O)C1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1/C11H18O11/c12-1-2-7(6(16)10(19)20-2)21-11-5(15)3(13)4(14)8(22-11)9(17)18/h2-8,10-16,19H,1H2,(H,17,18)

> <INCHI_KEY>
CWFMVLQLLUZBPE-UHFFFAOYNA-N

> <FORMULA>
C11H18O11

> <MOLECULAR_WEIGHT>
326.254

> <EXACT_MASS>
326.0849114

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
28.817697188868593

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-{[4,5-dihydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_LOGP>
-3.7527653836666657

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.262941404826114

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2459322998064533

> <JCHEM_PKA_STRONGEST_BASIC>
-2.981433695672349

> <JCHEM_POLAR_SURFACE_AREA>
186.37

> <JCHEM_REFRACTIVITY>
62.2416

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
6-{[4,5-dihydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <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  O   UNK     0       2.087   3.938   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       0.302   5.920   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.622   4.414   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.522   3.384   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -0.202   1.877   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       3.018   2.080   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       1.684   1.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.684  -0.230   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       2.930  -1.135   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.454  -2.600   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       3.360  -3.846   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -4.596   3.305   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.131   2.829   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.987   3.859   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.307   5.366   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -3.955   0.292   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.811   1.323   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -1.346   0.847   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.026  -0.660   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       0.438  -1.135   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.914  -2.600   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       0.009  -3.846   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    3                                                            
CONECT    3    1    2    4                                                  
CONECT    4    3    5   14                                                  
CONECT    5    4   18                                                       
CONECT    6    7                                                            
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10                                                            
CONECT   12   13                                                            
CONECT   13   12   14   17                                                  
CONECT   14    4   13   15                                                  
CONECT   15   14                                                            
CONECT   16   17                                                            
CONECT   17   13   16   18                                                  
CONECT   18    5   17   19                                                  
CONECT   19   18   20                                                       
CONECT   20    8   19   21                                                  
CONECT   21   10   20   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Value	Source
3-O-a-D-Glucopyranuronosyl-D-xylose	Generator
3-O-Α-D-glucopyranuronosyl-D-xylose	Generator

Chemical Formula

C₁₁H₁₈O₁₁

Average Mass

326.2540 Da

Monoisotopic Mass

326.08491 Da

IUPAC Name

6-{[4,5-dihydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

6-{[4,5-dihydroxy-2-(hydroxymethyl)oxolan-3-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

OCC1OC(O)C(O)C1OC1OC(C(O)C(O)C1O)C(O)=O

InChI Identifier

InChI=1/C11H18O11/c12-1-2-7(6(16)10(19)20-2)21-11-5(15)3(13)4(14)8(22-11)9(17)18/h2-8,10-16,19H,1H2,(H,17,18)

InChI Key

CWFMVLQLLUZBPE-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-glucuronides. These are glucuronides in which the aglycone is linked to the carbohydrate unit through an O-glycosidic bond.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

O-glucuronides

Alternative Parents

Substituents

1-o-glucuronide
O-glucuronide
Disaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Hydroxy acid
Oxane
Pyran
Tetrahydrofuran
Secondary alcohol
Hemiacetal
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Alcohol
Hydrocarbon derivative
Carbonyl group
Organic oxide
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic 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	-3.8	ChemAxon
pKa (Strongest Acidic)	3.25	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	186.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	62.24 m³·mol⁻¹	ChemAxon
Polarizability	28.82 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	No	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

Not Available

Showing NP-Card for 3-O-alpha-D-Glucopyranuronosyl-D-xylose (NP0336660)

MOL for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

3D MOL for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

3D SDF for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

3D-SDF for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

PDB for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

3D PDB for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

SMILES for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

INCHI for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

Structure for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)

3D Structure for NP0336660 (3-O-alpha-D-Glucopyranuronosyl-D-xylose)