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Showing NP-Card for Aldobionic acid (NP0046656)

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Record Information
Version2.0
Created at2022-03-17 20:10:43 UTC
Updated at2022-03-17 20:10:43 UTC
NP-MRD IDNP0046656
Secondary Accession NumbersNone
Natural Product Identification
Common NameAldobionic acid
Description Aldobionic acid is found in Prunus armeniaca.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0046656 (Aldobionic acid)


  Mrv0541 02241212582D          

 24 25  0  0  0  0            999 V2000
    3.5670    2.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525    2.3424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8525    1.5174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5670    1.1049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2815    1.5174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2815    2.3424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9959    2.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959    1.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    2.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    1.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5670    0.2799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4236    2.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    2.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198    1.9299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7198    1.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0053    0.6924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7091    1.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7091    1.9299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4236    0.6924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    2.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    0.6924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1487    1.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    3.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  1  0  0  0
  4  3  1  0  0  0  0
  3 10  1  1  0  0  0
  4  5  1  0  0  0  0
  4 11  1  1  0  0  0
  5  6  1  0  0  0  0
  5  8  1  6  0  0  0
  6  7  1  1  0  0  0
  9 12  1  0  0  0  0
 18 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  1  0  0  0
 16 15  1  0  0  0  0
 15 21  1  6  0  0  0
 16 17  1  0  0  0  0
 16 22  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  6  0  0  0
 20 23  1  0  0  0  0
 20 24  2  0  0  0  0
M  END
Download

3D MOL for NP0046656 (Aldobionic acid)

Download
3D SDF for NP0046656 (Aldobionic acid)

  Mrv0541 02241212582D          

 24 25  0  0  0  0            999 V2000
    3.5670    2.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525    2.3424    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8525    1.5174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5670    1.1049    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.2815    1.5174    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2815    2.3424    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9959    2.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959    1.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    2.7549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    1.1049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5670    0.2799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4236    2.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    2.3424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7198    1.9299    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7198    1.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0053    0.6924    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7091    1.1049    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7091    1.9299    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4236    0.6924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    2.3424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    0.6924    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053   -0.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1487    1.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4343    3.1674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  6  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  1  0  0  0
  4  3  1  0  0  0  0
  3 10  1  1  0  0  0
  4  5  1  0  0  0  0
  4 11  1  1  0  0  0
  5  6  1  0  0  0  0
  5  8  1  6  0  0  0
  6  7  1  1  0  0  0
  9 12  1  0  0  0  0
 18 12  1  1  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14 20  1  1  0  0  0
 16 15  1  0  0  0  0
 15 21  1  6  0  0  0
 16 17  1  0  0  0  0
 16 22  1  1  0  0  0
 17 18  1  0  0  0  0
 17 19  1  6  0  0  0
 20 23  1  0  0  0  0
 20 24  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0046656

> <DATABASE_NAME>
NP-MRD

> <SMILES>
O[C@@H]1O[C@H](CO[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20O12/c13-3-2(23-11(21)7(17)4(3)14)1-22-12-8(18)5(15)6(16)9(24-12)10(19)20/h2-9,11-18,21H,1H2,(H,19,20)/t2-,3+,4+,5+,6+,7-,8-,9+,11-,12-/m1/s1

> <INCHI_KEY>
YOOPHLDCWPOWDX-QCICJENWSA-N

> <FORMULA>
C12H20O12

> <MOLECULAR_WEIGHT>
356.28

> <EXACT_MASS>
356.095476104

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_AVERAGE_POLARIZABILITY>
30.97858294645644

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid

> <ALOGPS_LOGP>
-2.78

> <JCHEM_LOGP>
-4.383100325666667

> <ALOGPS_LOGS>
-0.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.256851484988406

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1308626610130768

> <JCHEM_PKA_STRONGEST_BASIC>
-3.678463250269112

> <JCHEM_POLAR_SURFACE_AREA>
206.59999999999997

> <JCHEM_REFRACTIVITY>
68.2041

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.50e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0046656 (Aldobionic acid)
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PDB for NP0046656 (Aldobionic acid)
HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       6.658   5.142   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.325   4.372   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.325   2.832   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.658   2.062   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.992   2.832   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.992   4.372   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       9.326   5.142   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       9.326   2.062   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       3.991   5.142   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       3.991   2.062   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       6.658   0.522   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       2.657   4.372   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -0.010   4.372   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.344   3.602   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.344   2.062   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.010   1.292   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.324   2.062   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.324   3.602   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.657   1.292   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.677   4.372   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.677   1.292   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -0.010  -0.248   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -4.011   3.602   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.677   5.912   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5   11                                                  
CONECT    5    4    6    8                                                  
CONECT    6    1    5    7                                                  
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    2   12                                                       
CONECT   10    3                                                            
CONECT   11    4                                                            
CONECT   12    9   18                                                       
CONECT   13   14   18                                                       
CONECT   14   13   15   20                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17   22                                                  
CONECT   17   16   18   19                                                  
CONECT   18   12   13   17                                                  
CONECT   19   17                                                            
CONECT   20   14   23   24                                                  
CONECT   21   15                                                            
CONECT   22   16                                                            
CONECT   23   20                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   50    0
END

Download
3D PDB for NP0046656 (Aldobionic acid)
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SMILES for NP0046656 (Aldobionic acid)
O[C@@H]1O[C@H](CO[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O
Download
INCHI for NP0046656 (Aldobionic acid)
InChI=1S/C12H20O12/c13-3-2(23-11(21)7(17)4(3)14)1-22-12-8(18)5(15)6(16)9(24-12)10(19)20/h2-9,11-18,21H,1H2,(H,19,20)/t2-,3+,4+,5+,6+,7-,8-,9+,11-,12-/m1/s1
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View in JSmol
Synonyms
ValueSource
6-O-beta-D-Glucopyranuronosyl-beta-D-galactopyranoseChEBI
beta-D-GlcA-(1->6)-beta-D-galChEBI
beta-D-Glucouronosyl-(1->6)-beta-D-galactoseChEBI
GlcAb1-6galbChEBI
GlcAbeta1-6galbetaChEBI
6-O-b-D-Glucopyranuronosyl-b-D-galactopyranoseGenerator
6-O-Β-D-glucopyranuronosyl-β-D-galactopyranoseGenerator
b-D-GlcA-(1->6)-b-D-galGenerator
Β-D-glca-(1->6)-β-D-galGenerator
b-D-Glucouronosyl-(1->6)-b-D-galactoseGenerator
Β-D-glucouronosyl-(1->6)-β-D-galactoseGenerator
AldobionateGenerator
Chemical FormulaC12H20O12
Average Mass356.2800 Da
Monoisotopic Mass356.09548 Da
IUPAC Name(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid
Traditional Name(2S,3S,4S,5R,6R)-3,4,5-trihydroxy-6-{[(2R,3R,4S,5R,6R)-3,4,5,6-tetrahydroxyoxan-2-yl]methoxy}oxane-2-carboxylic acid
CAS Registry NumberNot Available
SMILES
O[C@@H]1O[C@H](CO[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)[C@H](O)[C@H](O)[C@H]1O
InChI Identifier
InChI=1S/C12H20O12/c13-3-2(23-11(21)7(17)4(3)14)1-22-12-8(18)5(15)6(16)9(24-12)10(19)20/h2-9,11-18,21H,1H2,(H,19,20)/t2-,3+,4+,5+,6+,7-,8-,9+,11-,12-/m1/s1
InChI KeyYOOPHLDCWPOWDX-QCICJENWSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Cydonia oblongaFooDB
Prunus armeniacaLOTUS Database
Chemical Taxonomy
Description 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.
KingdomOrganic compounds  
Super ClassOrganic oxygen compounds  
ClassOrganooxygen compounds  
Sub ClassCarbohydrates and carbohydrate conjugates  
Direct ParentO-glucuronides  
Alternative Parents
Substituents
  • O-glucuronide
    • 

  • 1-o-glucuronide
    • 

  • Disaccharide
    • 

  • Glycosyl compound
    • 

  • O-glycosyl compound
    • 

  • Beta-hydroxy acid
    • 

  • Pyran
    • 

  • Hydroxy acid
    • 

  • Oxane
    • 

  • Hemiacetal
    • 

  • Secondary alcohol
    • 

  • Acetal
    • 

  • Carboxylic acid derivative
    • 

  • Carboxylic acid
    • 

  • Oxacycle
    • 

  • Organoheterocyclic compound
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Polyol
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Carbonyl group
    • 

  • Alcohol
    • 

  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
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-2.8ALOGPS
logP-4.4ChemAxon
logS-0.15ALOGPS
pKa (Strongest Acidic)3.13ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count12ChemAxon
Hydrogen Donor Count8ChemAxon
Polar Surface Area206.6 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity68.2 m³·mol⁻¹ChemAxon
Polarizability30.98 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB005359  
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound70680285  
PDB IDNot Available
ChEBI ID71268  
Good Scents IDNot Available
References
General References