Showing metabocard for D-Glucose (MMDBc0000033)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:27:55 UTC
Update Date2022-08-30 23:11:02 UTC
Metabolite IDMMDBc0000033
Metabolite Identification
Common NameD-Glucose
DescriptionGlucose (CAS: 50-99-7) is a monosaccharide containing six carbon atoms and an aldehyde group and is therefore referred to as an aldohexose. The glucose molecule can exist in an open-chain (acyclic) and ring (cyclic) form, the latter being the result of an intramolecular reaction between the aldehyde C atom and the C-5 hydroxyl group to form an intramolecular hemiacetal. In aqueous solution, both forms are in equilibrium and at pH 7 the cyclic one is predominant. Glucose is a primary source of energy for living organisms. It is naturally occurring and is found in fruits and other parts of plants in its free state. In animals, glucose arises from the breakdown of glycogen in a process known as glycogenolysis. Glucose is synthesized in the liver and kidneys from non-carbohydrate intermediates, such as pyruvate and glycerol, by a process known as gluconeogenesis. D-Glucose is found to be associated with 3-methyl-crotonyl-glycinuria, growth hormone deficiency, and primary hypomagnesemia, which are inborn errors of metabolism. Glucose is used therapeutically in fluid and nutrient replacement. A glucoside is a glycoside that is derived from glucose. Glucosides are common in plants, but rare in animals. Glucose is produced when a glucoside is hydrolyzed by purely chemical means, or decomposed by fermentation or enzymes. Classification of the glucosides is quite difficult. One system based on the chemical constitution of the non-glucose part of the molecules has been proposed. This system outlines four groups: (1) ethylene derivatives, (2) benzene derivatives, (3) styrolene derivatives, and (4) anthracene derivatives. A group may also be made to include the cyanogenetic glucosides (i.e. those containing prussic acid). Other classifications follow a botanical classification, which has several advantages; in particular, plants of allied genera contain similar compounds.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x000055c79c551928>


  Mrv1652309032023522D          

 12 12  0  0  1  0            999 V2000
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  5  9  1  0  0  0  0
  3  1  1  0  0  0  0
  9  6  1  0  0  0  0
  1 10  1  0  0  0  0
  6 10  1  0  0  0  0
  1  2  1  1  0  0  0
  3  4  1  6  0  0  0
  5 11  1  1  0  0  0
  6  7  1  1  0  0  0
 10  8  1  6  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x000055c79c551928>

HMDB0000122
     RDKit          3D
D-Glucose
 24 24  0  0  0  0  0  0  0  0999 V2000
    2.9934    1.3077   -0.2273 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    0.0647   -0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9120    0.1805    0.1066 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2854    1.0386   -0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0263    1.2926   -0.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7267    1.4277   -1.6662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932    0.2222    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6147    0.4204    1.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797   -1.1593    0.0387 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6527   -1.5356   -1.2209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3205   -1.2093   -0.0094 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8404   -1.9472    1.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2095    1.5720    0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9199   -0.6325    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4737   -0.3388   -1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8719    0.5329    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    2.2778    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6568    2.3323   -2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    0.2088    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2497    1.2917    1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5379   -1.8428    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870   -2.4201   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7071   -1.6725   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -1.4118    1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  1
  5 17  1  1
  6 18  1  0
  7 19  1  6
  8 20  1  0
  9 21  1  1
 10 22  1  0
 11 23  1  6
 12 24  1  0
M  END
Download

3D SDF for #<Metabolite:0x000055c79c551928>


  Mrv1652309032023522D          

 12 12  0  0  1  0            999 V2000
    0.0000   -0.8250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  3  1  0  0  0  0
  5  9  1  0  0  0  0
  3  1  1  0  0  0  0
  9  6  1  0  0  0  0
  1 10  1  0  0  0  0
  6 10  1  0  0  0  0
  1  2  1  1  0  0  0
  3  4  1  6  0  0  0
  5 11  1  1  0  0  0
  6  7  1  1  0  0  0
 10  8  1  6  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000033

> <DATABASE_NAME>
MIME

> <SMILES>
OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1

> <INCHI_KEY>
WQZGKKKJIJFFOK-VFUOTHLCSA-N

> <FORMULA>
C6H12O6

> <MOLECULAR_WEIGHT>
180.1559

> <EXACT_MASS>
180.063388116

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
16.354519229394423

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol

> <ALOGPS_LOGP>
-2.57

> <JCHEM_LOGP>
-2.932539218

> <ALOGPS_LOGS>
0.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.687538461190869

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.298101552080594

> <JCHEM_PKA_STRONGEST_BASIC>
-2.9810792051782764

> <JCHEM_POLAR_SURFACE_AREA>
110.38000000000001

> <JCHEM_REFRACTIVITY>
35.9234

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.82e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glucoside

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for #<Metabolite:0x000055c79c551928>

HMDB0000122
     RDKit          3D
D-Glucose
 24 24  0  0  0  0  0  0  0  0999 V2000
    2.9934    1.3077   -0.2273 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3753    0.0647   -0.2817 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9120    0.1805    0.1066 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2854    1.0386   -0.7707 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0263    1.2926   -0.4451 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7267    1.4277   -1.6662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6932    0.2222    0.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6147    0.4204    1.7219 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1797   -1.1593    0.0387 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6527   -1.5356   -1.2209 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3205   -1.2093   -0.0094 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8404   -1.9472    1.0780 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2095    1.5720    0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9199   -0.6325    0.3920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4737   -0.3388   -1.3284 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8719    0.5329    1.1442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1189    2.2778    0.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6568    2.3323   -2.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7939    0.2088    0.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2497    1.2917    1.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5379   -1.8428    0.8336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2870   -2.4201   -1.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7071   -1.6725   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282   -1.4118    1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11  3  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  3 16  1  1
  5 17  1  1
  6 18  1  0
  7 19  1  6
  8 20  1  0
  9 21  1  1
 10 22  1  0
 11 23  1  6
 12 24  1  0
M  END
Download

PDB for #<Metabolite:0x000055c79c551928>

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0       0.000  -1.540   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       2.667  -1.540   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       0.000   1.540   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -4.001   0.770   0.000  0.00  0.00           O+0
CONECT    1    3   10    2                                                  
CONECT    2    1                                                            
CONECT    3    5    1    4                                                  
CONECT    4    3                                                            
CONECT    5    3    9   11                                                  
CONECT    6    9   10    7                                                  
CONECT    7    6                                                            
CONECT    8   10                                                            
CONECT    9    5    6                                                       
CONECT   10    1    6    8                                                  
CONECT   11    5   12                                                       
CONECT   12   11                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for #<Metabolite:0x000055c79c551928>

COMPND    HMDB0000122
HETATM    1  O1  UNL     1       2.993   1.308  -0.227  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.375   0.065  -0.282  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.912   0.180   0.107  1.00  0.00           C  
HETATM    4  O2  UNL     1       0.285   1.039  -0.771  1.00  0.00           O  
HETATM    5  C3  UNL     1      -1.026   1.293  -0.445  1.00  0.00           C  
HETATM    6  O3  UNL     1      -1.727   1.428  -1.666  1.00  0.00           O  
HETATM    7  C4  UNL     1      -1.693   0.222   0.349  1.00  0.00           C  
HETATM    8  O4  UNL     1      -1.615   0.420   1.722  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.180  -1.159   0.039  1.00  0.00           C  
HETATM   10  O5  UNL     1      -1.653  -1.536  -1.221  1.00  0.00           O  
HETATM   11  C6  UNL     1       0.321  -1.209  -0.009  1.00  0.00           C  
HETATM   12  O6  UNL     1       0.840  -1.947   1.078  1.00  0.00           O  
HETATM   13  H1  UNL     1       3.209   1.572   0.692  1.00  0.00           H  
HETATM   14  H2  UNL     1       2.920  -0.632   0.392  1.00  0.00           H  
HETATM   15  H3  UNL     1       2.474  -0.339  -1.328  1.00  0.00           H  
HETATM   16  H4  UNL     1       0.872   0.533   1.144  1.00  0.00           H  
HETATM   17  H5  UNL     1      -1.119   2.278   0.062  1.00  0.00           H  
HETATM   18  H6  UNL     1      -1.657   2.332  -2.025  1.00  0.00           H  
HETATM   19  H7  UNL     1      -2.794   0.209   0.104  1.00  0.00           H  
HETATM   20  H8  UNL     1      -1.250   1.292   1.977  1.00  0.00           H  
HETATM   21  H9  UNL     1      -1.538  -1.843   0.834  1.00  0.00           H  
HETATM   22  H10 UNL     1      -1.287  -2.420  -1.477  1.00  0.00           H  
HETATM   23  H11 UNL     1       0.707  -1.672  -0.945  1.00  0.00           H  
HETATM   24  H12 UNL     1       0.628  -1.412   1.898  1.00  0.00           H  
CONECT    1    2   13
CONECT    2    3   14   15
CONECT    3    4   11   16
CONECT    4    5
CONECT    5    6    7   17
CONECT    6   18
CONECT    7    8    9   19
CONECT    8   20
CONECT    9   10   11   21
CONECT   10   22
CONECT   11   12   23
CONECT   12   24
END
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SMILES for #<Metabolite:0x000055c79c551928>

OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O
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INCHI for #<Metabolite:0x000055c79c551928>

InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1
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Synonyms
ValueSource
GlucoseChEMBL, HMDB
b-D-GlucoseGenerator
β-D-glucoseGenerator
b-D-GlucopyranoseHMDB, Generator
b-DextroseHMDB
b-GlucoseHMDB
beta-D-GlucopyranoseHMDB, KEGG
beta-DextroseHMDB
beta-GlucoseHMDB
D GlucoseMeSH, HMDB
Glucose, (beta-D)-isomerMeSH, HMDB
DextroseMeSH, HMDB
Glucose, (DL)-isomerMeSH, HMDB
D-GlucoseMeSH, HMDB
D-GlucopyranoseHMDB
D-GlucopyranosideHMDB
beta-D-GlucopyranosideHMDB
beta-D-GlucoseHMDB
β-D-GlucopyranoseHMDB
β-D-GlucopyranosideHMDB
β-D-GlucoseHMDB
β-DextroseHMDB
β-GlucoseHMDB
D-GLCHMDB
D-GLCPHMDB
GLC-OHHMDB
Molecular FormulaC6H12O6
Average Mass180.1559
Monoisotopic Mass180.063388116
IUPAC Name(2R,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
Traditional Nameglucoside
CAS Registry Number492-61-5
SMILES
OC[C@H]1O[C@@H](O)[C@H](O)[C@@H](O)[C@@H]1O
InChI Identifier
InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6-/m1/s1
InChI KeyWQZGKKKJIJFFOK-VFUOTHLCSA-N