MiMeDB: Showing metabocard for D-glucosamine 6-phosphate (MMDBc0054434)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:12:05 UTC

Update Date

2022-08-12 20:09:00 UTC

Metabolite ID

MMDBc0054434

Metabolite Identification

Common Name

D-glucosamine 6-phosphate

Description

D-glucosamine 6-phosphate, also known as D-glucosamine phosphoric acid, belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups. The pyranose form of D-glucosamine 6-phosphate. D-glucosamine 6-phosphate is a very strong basic compound (based on its pKa). D-glucosamine 6-phosphate may be a unique E. coli metabolite. In humans, D-glucosamine 6-phosphate is involved in the metabolic disorder called the salla disease/infantile sialic acid storage disease pathway.

Structure

MOL SDF PDB SMILES InChI

 
  Mrv0541 07171212452D          
 
 16 16  0  0  1  0            999 V2000
   15.4158  -11.3864    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.2337  -11.3864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6017  -11.3864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4158  -10.5276    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4158  -12.2415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9391  -10.9776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6481  -11.3864    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.6481  -12.2118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.3535  -10.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3535  -12.6282    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9391  -12.6170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0700  -11.3864    0.0000 C   0  0  3  0  0  0  0  0  0  0  0  0
   19.0700  -12.2118    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.3535  -13.4870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7754  -10.9776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7754  -12.6170    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  6  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  1  0  0  0
 12 15  1  4  0  0  0
 13 16  1  6  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0054434

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O

> <INCHI_IDENTIFIER>
InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6?/m1/s1

> <INCHI_KEY>
XHMJOUIAFHJHBW-IVMDWMLBSA-N

> <FORMULA>
C6H14NO8P

> <MOLECULAR_WEIGHT>
259.151

> <EXACT_MASS>
259.045702941

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
20.953527563791006

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid

> <ALOGPS_LOGP>
-2.60

> <JCHEM_LOGP>
-4.175672293724102

> <ALOGPS_LOGS>
-0.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
6.244475918446593

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2231700437457214

> <JCHEM_PKA_STRONGEST_BASIC>
8.234242859039174

> <JCHEM_POLAR_SURFACE_AREA>
162.70000000000002

> <JCHEM_REFRACTIVITY>
48.453799999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.48e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
D-glucosamine 6-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUL-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUL-12         0                                  
HETATM    1  P   UNK     0      28.776 -21.255   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      30.303 -21.255   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      27.256 -21.255   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      28.776 -19.651   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      28.776 -22.851   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      31.620 -20.491   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.943 -21.255   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.943 -22.795   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      34.260 -20.491   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      34.260 -23.573   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      31.620 -23.552   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      35.597 -21.255   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.597 -22.795   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      34.260 -25.176   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      36.914 -20.491   0.000  0.00  0.00           O+0
HETATM   16  N   UNK     0      36.914 -23.552   0.000  0.00  0.00           N+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7   12                                                       
CONECT   10    8   13   14                                                  
CONECT   11    8                                                            
CONECT   12    9   15   13                                                  
CONECT   13   10   16   12                                                  
CONECT   14   10                                                            
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

Synonyms

Value	Source
2-Amino-2-deoxy-6-O-phosphono-D-glucopyranose	ChEBI
D-Glucosamine phosphate	ChEBI
D-Glucosamine-6-phosphate	ChEBI
D-Glucosamine phosphoric acid	Generator
D-Glucosamine-6-phosphoric acid	Generator
D-Glucosamine 6-phosphoric acid	Generator
2-amino-2-Deoxy-D-glucopyranose 6-phosphoric acid	Generator
Glucosamine 6-phosphate	MeSH
GLCN-6-P	MeSH
Glucosamine 6-phosphate, disodium salt	MeSH
Glucosamine 6-phosphate, monosodium salt	MeSH

Molecular Formula

C₆H₁₄NO₈P

Average Mass

259.151

Monoisotopic Mass

259.045702941

IUPAC Name

{[(2R,3S,4R,5R)-5-amino-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid

Traditional Name

D-glucosamine 6-phosphate

CAS Registry Number

Not Available

SMILES

N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H14NO8P/c7-3-5(9)4(8)2(15-6(3)10)1-14-16(11,12)13/h2-6,8-10H,1,7H2,(H2,11,12,13)/t2-,3-,4-,5-,6?/m1/s1

InChI Key

XHMJOUIAFHJHBW-IVMDWMLBSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for D-glucosamine 6-phosphate (MMDBc0054434)

MOL for #<Metabolite:0x00007fd598521be0>

3D MOL for #<Metabolite:0x00007fd598521be0>

3D SDF for #<Metabolite:0x00007fd598521be0>

3D-SDF for #<Metabolite:0x00007fd598521be0>

PDB for #<Metabolite:0x00007fd598521be0>

3D PDB for #<Metabolite:0x00007fd598521be0>

SMILES for #<Metabolite:0x00007fd598521be0>

INCHI for #<Metabolite:0x00007fd598521be0>

Structure for #<Metabolite:0x00007fd598521be0>

3D Structure for #<Metabolite:0x00007fd598521be0>