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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

enzymes (6) Show 6 proteins

Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:46:02 UTC

HMDB ID

HMDB0001062

Secondary Accession Numbers

HMDB01062

Metabolite Identification

Common Name

N-Acetyl-D-Glucosamine 6-Phosphate

Description

N-Acetyl-D-Glucosamine 6-Phosphate, also known as N-acetyl-D-glucosamine-6-p or GLCNAC6P, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. An N-acyl-D-glucosamine 6-phosphate that is the N-acetyl derivative of D-glucosamine 6-phosphate. N-Acetyl-D-Glucosamine 6-Phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-D-Glucosamine 6-Phosphate exists in all living species, ranging from bacteria to humans. Within humans, N-acetyl-D-glucosamine 6-phosphate participates in a number of enzymatic reactions. In particular, N-acetyl-D-glucosamine 6-phosphate can be biosynthesized from N-acetyl-D-glucosamine through its interaction with the enzyme N-acetyl-D-glucosamine kinase. In addition, N-acetyl-D-glucosamine 6-phosphate can be converted into glucosamine 6-phosphate and acetic acid; which is catalyzed by the enzyme putative N-acetylglucosamine-6-phosphate deacetylase. In humans, N-acetyl-D-glucosamine 6-phosphate is involved in the metabolic disorder called the salla disease/infantile sialic acid storage disease pathway.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0001062
     RDKit          3D
N-Acetyl-D-Glucosamine 6-Phosphate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.0399    1.3471    1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820    1.3265    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    2.3691    1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305    0.1586    0.4597 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5374    0.1754    0.2181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7615   -0.8063    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -2.0954    0.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5842   -0.4155    0.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0591   -0.6028   -0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5056   -0.0959   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2472   -0.8411    0.6299 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8340   -0.3130    0.6436 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.8343    1.1189    1.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4818   -0.3832   -0.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7247   -1.3120    1.6990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.2341   -1.3073 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8361    0.1029   -2.5588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -0.1486   -1.2233 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9308    0.5529   -2.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2917    2.0902    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6139    1.6862    0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886    0.3561    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4868   -0.7099    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0982    1.1738    0.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1077   -0.8062    2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -2.3071    0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332   -1.6682   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762   -0.2246   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263    0.9631   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443   -0.7053   -1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607   -1.1257    2.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696    1.2908   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501    0.8719   -2.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2661   -1.2393   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2461   -0.0173   -2.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  1
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END

HMDB01062.mol
  Mrv0541 02231218542D          

 19 19  0  0  0  0            999 V2000
   -0.7701    0.8262    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7702   -0.0014    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0542   -0.4152    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6636   -0.0032    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6632    0.8263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0535    1.2400    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0535    2.0648    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845   -0.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0542   -1.2400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4845    1.2386    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3775    1.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6609    2.4772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3751    2.0648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6609    3.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6598   -1.6522    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6598   -2.4772    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6598   -3.3021    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4845   -2.4772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1651   -2.4772    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  6  7  1  1  0  0  0
  2  8  1  1  0  0  0
  3  9  1  6  0  0  0
  1 10  1  6  0  0  0
  5 11  1  0  0  0  0
  7 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
  9 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 16 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001062

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1

> <INCHI_KEY>
BRGMHAYQAZFZDJ-RTRLPJTCSA-N

> <FORMULA>
C8H16NO9P

> <MOLECULAR_WEIGHT>
301.1877

> <EXACT_MASS>
301.056267627

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
25.79907399050358

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.02

> <JCHEM_LOGP>
-3.3441404429999997

> <ALOGPS_LOGS>
-1.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.248988545780625

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2274470828963118

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7858520307052878

> <JCHEM_POLAR_SURFACE_AREA>
165.78

> <JCHEM_REFRACTIVITY>
57.8976

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.76e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001062
     RDKit          3D
N-Acetyl-D-Glucosamine 6-Phosphate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.0399    1.3471    1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820    1.3265    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    2.3691    1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305    0.1586    0.4597 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5374    0.1754    0.2181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7615   -0.8063    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -2.0954    0.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5842   -0.4155    0.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0591   -0.6028   -0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5056   -0.0959   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2472   -0.8411    0.6299 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8340   -0.3130    0.6436 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.8343    1.1189    1.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4818   -0.3832   -0.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7247   -1.3120    1.6990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.2341   -1.3073 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8361    0.1029   -2.5588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -0.1486   -1.2233 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9308    0.5529   -2.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2917    2.0902    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6139    1.6862    0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886    0.3561    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4868   -0.7099    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0982    1.1738    0.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1077   -0.8062    2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -2.3071    0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332   -1.6682   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762   -0.2246   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263    0.9631   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443   -0.7053   -1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607   -1.1257    2.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696    1.2908   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501    0.8719   -2.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2661   -1.2393   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2461   -0.0173   -2.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  1
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: HMDB01062.mol                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.438   1.542   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.438  -0.003   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.101  -0.775   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.239  -0.006   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       1.238   1.542   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.100   2.315   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -0.100   3.854   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      -2.771  -0.772   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.101  -2.315   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.771   2.312   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.571   2.312   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.234   4.624   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.567   3.854   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.234   6.164   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       1.232  -3.084   0.000  0.00  0.00           O+0
HETATM   16  P   UNK     0       1.232  -4.624   0.000  0.00  0.00           P+0
HETATM   17  O   UNK     0       1.232  -6.164   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.771  -4.624   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -0.308  -4.624   0.000  0.00  0.00           O+0
CONECT    1    2    6   10                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    1    7                                                  
CONECT    7    6   12                                                       
CONECT    8    2                                                            
CONECT    9    3   15                                                       
CONECT   10    1                                                            
CONECT   11    5                                                            
CONECT   12    7   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    9   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0001062
HETATM    1  C1  UNL     1      -5.040   1.347   1.171  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.582   1.327   0.907  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.917   2.369   1.086  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.930   0.159   0.460  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.537   0.175   0.218  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.762  -0.806   1.083  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.833  -2.095   0.543  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.584  -0.415   0.984  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.059  -0.603  -0.293  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.506  -0.096  -0.305  1.00  0.00           C  
HETATM   11  O4  UNL     1       3.247  -0.841   0.630  1.00  0.00           O  
HETATM   12  P1  UNL     1       4.834  -0.313   0.644  1.00  0.00           P  
HETATM   13  O5  UNL     1       4.834   1.119   1.182  1.00  0.00           O  
HETATM   14  O6  UNL     1       5.482  -0.383  -0.898  1.00  0.00           O  
HETATM   15  O7  UNL     1       5.725  -1.312   1.699  1.00  0.00           O  
HETATM   16  C7  UNL     1       0.314   0.234  -1.307  1.00  0.00           C  
HETATM   17  O8  UNL     1       0.836   0.103  -2.559  1.00  0.00           O  
HETATM   18  C8  UNL     1      -1.161  -0.149  -1.223  1.00  0.00           C  
HETATM   19  O9  UNL     1      -1.931   0.553  -2.127  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.292   2.090   1.964  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.614   1.686   0.268  1.00  0.00           H  
HETATM   22  H3  UNL     1      -5.389   0.356   1.462  1.00  0.00           H  
HETATM   23  H4  UNL     1      -3.487  -0.710   0.311  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.098   1.174   0.424  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.108  -0.806   2.113  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.789  -2.307   0.363  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.033  -1.668  -0.584  1.00  0.00           H  
HETATM   28  H9  UNL     1       2.876  -0.225  -1.333  1.00  0.00           H  
HETATM   29  H10 UNL     1       2.526   0.963  -0.007  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.844  -0.705  -1.572  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.461  -1.126   2.622  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.370   1.291  -0.961  1.00  0.00           H  
HETATM   33  H14 UNL     1       1.450   0.872  -2.756  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.266  -1.239  -1.335  1.00  0.00           H  
HETATM   35  H16 UNL     1      -2.246  -0.017  -2.872  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    3    4
CONECT    4    5   23
CONECT    5    6   18   24
CONECT    6    7    8   25
CONECT    7   26
CONECT    8    9
CONECT    9   10   16   27
CONECT   10   11   28   29
CONECT   11   12
CONECT   12   13   13   14   15
CONECT   14   30
CONECT   15   31
CONECT   16   17   18   32
CONECT   17   33
CONECT   18   19   34
CONECT   19   35
END

HMDB0001062
     RDKit          3D
N-Acetyl-D-Glucosamine 6-Phosphate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.0399    1.3471    1.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5820    1.3265    0.9070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9173    2.3691    1.0859 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9305    0.1586    0.4597 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5374    0.1754    0.2181 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7615   -0.8063    1.0827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8327   -2.0954    0.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5842   -0.4155    0.9837 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0591   -0.6028   -0.2934 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5056   -0.0959   -0.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2472   -0.8411    0.6299 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8340   -0.3130    0.6436 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.8343    1.1189    1.1820 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4818   -0.3832   -0.8977 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7247   -1.3120    1.6990 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3139    0.2341   -1.3073 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8361    0.1029   -2.5588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1608   -0.1486   -1.2233 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9308    0.5529   -2.1269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2917    2.0902    1.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6139    1.6862    0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3886    0.3561    1.4615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4868   -0.7099    0.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0982    1.1738    0.4244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1077   -0.8062    2.1131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894   -2.3071    0.3634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332   -1.6682   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8762   -0.2246   -1.3334 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5263    0.9631   -0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8443   -0.7053   -1.5720 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4607   -1.1257    2.6218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696    1.2908   -0.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4501    0.8719   -2.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2661   -1.2393   -1.3346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2461   -0.0173   -2.8725 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 12 15  1  0
  9 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18  5  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  7 26  1  0
  9 27  1  6
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  1
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Acetamido-2-deoxy-6-O-phosphono-D-glucopyranose	ChEBI
N-Acetyl-D-glucosamine 6-phosphoric acid	Generator
N-Acetyl-D-glucosamine-6-p	HMDB
N-Acetyl-D-glucosamine-6-phosphate	HMDB
N-Acetyl-glucosamine-6-p	HMDB
N-Acetyl-glucosamine-6-phosphate	HMDB
N-Acetylglucosamine-6-p	HMDB
N-Acetylglucosamine 6-phosphate	HMDB
GlcNAc6p	HMDB

Chemical Formula

C₈H₁₆NO₉P

Average Molecular Weight

301.1877

Monoisotopic Molecular Weight

301.056267627

IUPAC Name

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

Traditional Name

[(2R,3S,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxyphosphonic acid

CAS Registry Number

18191-20-3

SMILES

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

InChI Identifier

InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1

InChI Key

BRGMHAYQAZFZDJ-RTRLPJTCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
Hexose phosphate
N-acyl-alpha-hexosamine
Monosaccharide phosphate
Monoalkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Alkyl phosphate
Oxane
Phosphoric acid ester
Acetamide
1,2-diol
Carboxamide group
Hemiacetal
Secondary carboxylic acid amide
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

N-acyl-D-glucosamine 6-phosphate (CHEBI:15784 )

Ontology

Physiological effect

Adverse health effect

Genetic disorder

Inborn errors of metabolism

Organic acidemia

Succinic semialdehyde dehydrogenase deficiency

Tay-sachs disease

Disposition

Biological location

Cellular substructure

Macromolecular complex

Saliva

Cytoplasm

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Physical Properties

State

Solid

Experimental Molecular 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

Experimental Spectral Properties

Experimental Collision Cross Sections

Predictor	Adduct Type	Data Source	CCS Value (Å²)	Reference
DeepCCS	[M-H]-	MetCCS_train_neg	152.829	30932474
AllCCS	[M-H]-	Not Available	152.829	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000383

Predicted Molecular Properties

Property	Value	Source
Water Solubility	17.6 g/L	ALOGPS
logP	10^(-2) g/L	ALOGPS
logP	10^(-3.3) g/L	ChemAxon
logS	10^(-1.2) g/L	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	-0.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	165.78 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.9 m³·mol⁻¹	ChemAxon
Polarizability	25.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	167.55	31661259
DarkChem	[M-H]-	163.961	31661259
AllCCS	[M+H]+	165.138	32859911
AllCCS	[M-H]-	160.102	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-D-Glucosamine 6-Phosphate,1TMS,#1	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O	2359.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TMS,#2	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2388.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TMS,#3	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2372.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TMS,#4	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2459.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TMS,#5	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O)[Si](C)(C)C	2373.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#1	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O	2343.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#2	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C	2328.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#3	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2409.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#4	CC(=O)N([C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O)[Si](C)(C)C	2358.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#5	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2370.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#6	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2448.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#7	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C	2362.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#8	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2426.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#9	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2353.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#10	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2477.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TMS,#11	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C	2440.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#1	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2337.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#2	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2416.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#3	CC(=O)N([C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C	2364.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#4	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2404.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#5	CC(=O)N([C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2382.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#6	CC(=O)N[C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O	2419.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#7	CC(=O)N([C@H]1C(O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C	2385.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#8	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	2447.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#9	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2375.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#10	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O	2487.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#11	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)[C@@H]1O)[Si](C)(C)C	2416.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#12	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C	2467.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#13	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C)[Si](C)(C)C	2405.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TMS,#14	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C	2418.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TBDMS,#1	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O	2598.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TBDMS,#2	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2644.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TBDMS,#3	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2620.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TBDMS,#4	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2707.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,1TBDMS,#5	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2615.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#1	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2766.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#2	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2763.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#3	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2840.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#4	CC(=O)N([C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2767.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#5	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2800.1	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#6	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	2884.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#7	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C	2787.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#8	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	2869.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#9	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2780.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#10	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	2940.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,2TBDMS,#11	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2866.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#1	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	2990.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#2	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3044.5	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#3	CC(=O)N([C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C	2981.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#4	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3029.3	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#5	CC(=O)N([C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2990.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#6	CC(=O)N[C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O	3088.8	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#7	CC(=O)N([C@H]1C(O[Si](C)(C)C(C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	2998.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#8	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C	3077.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#9	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3000.0	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#10	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O	3134.2	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#11	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O[Si](C)(C)C(C)(C)C)[C@@H]1O)[Si](C)(C)C(C)(C)C	3046.6	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#12	CC(=O)N[C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C	3121.9	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#13	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3035.4	Semi standard non polar	https://arxiv.org/abs/1905.12712
N-Acetyl-D-Glucosamine 6-Phosphate,3TBDMS,#14	CC(=O)N([C@H]1C(O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O)[Si](C)(C)C(C)(C)C	3076.2	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate GC-EI-TOF (Non-derivatized)	splash10-000j-2943000000-e2bb568a8e9b660ec0be	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate GC-EI-TOF (Non-derivatized)	splash10-000j-2934000000-4140d40b85c7474418f6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate GC-EI-TOF (Non-derivatized)	splash10-000j-2943000000-e2bb568a8e9b660ec0be	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate GC-EI-TOF (Non-derivatized)	splash10-000j-2934000000-4140d40b85c7474418f6	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-9730000000-66d6101e8cb0c5ca3fc1	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate GC-MS (3 TMS) - 70eV, Positive	splash10-0fk9-7391350000-2eb6c4c504e0841c1908	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate LC-ESI-QQ , negative-QTOF	splash10-0udi-0009000000-50926fdd7300073d5059	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate LC-ESI-QQ , negative-QTOF	splash10-0002-9412000000-a1461b202e6744bf4f35	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate LC-ESI-QQ , negative-QTOF	splash10-0002-9000000000-e7ac8ef113fa566a7265	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate LC-ESI-QQ , negative-QTOF	splash10-0002-9000000000-364ae19f8cdb4e2d51ca	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate LC-ESI-QQ , negative-QTOF	splash10-004j-9000000000-ecee6a11feb4582407b4	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 10V, Positive-QTOF	splash10-0udi-2196000000-8aa0b82454ed7fe1de1b	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 20V, Positive-QTOF	splash10-0w2a-4591000000-dca968a4092f312565ac	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 40V, Positive-QTOF	splash10-03dm-6900000000-933daf9b2c351b0a86b6	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 10V, Negative-QTOF	splash10-0v00-5931000000-4a813f2d6d4480fc5e41	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 20V, Negative-QTOF	splash10-004i-9100000000-8cdef6bcf81376fb24e2	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 40V, Negative-QTOF	splash10-004i-9000000000-a998778a46bb52c7223a	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 10V, Negative-QTOF	splash10-0f92-9034000000-ec11d92a6d8dc4228cbe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 20V, Negative-QTOF	splash10-004i-9010000000-499ace1dadd3a5590458	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 40V, Negative-QTOF	splash10-004i-9000000000-4bf2b9a14f4e1c8fc62a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 10V, Positive-QTOF	splash10-0udi-0393000000-d1dd3875fcda98185905	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 20V, Positive-QTOF	splash10-0udi-2692000000-6d48d468a379d10f1080	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-D-Glucosamine 6-Phosphate 40V, Positive-QTOF	splash10-000t-9200000000-ceb982e51eab41177ff3	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm (predicted from logP)

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Glutamate Metabolism
Amino Sugar Metabolism
Sialuria or French Type Sialuria		Not Available
Salla Disease/Infantile Sialic Acid Storage Disease		Not Available
Tay-Sachs Disease		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected and Quantified	0.173 +/- 0.163 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details
Saliva	Detected and Quantified	0.192 +/- 0.574 uM	Adult (>18 years old)	Not Specified	Normal	Sugimoto et al. (...	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03951

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

34733

Wikipedia Link

Not Available

METLIN ID

5975

PubChem Compound

440996

PDB ID

Not Available

ChEBI ID

15784

Food Biomarker Ontology

Not Available

VMH ID

ACGAM6P

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Komatsuzawa H, Fujiwara T, Nishi H, Yamada S, Ohara M, McCallum N, Berger-Bachi B, Sugai M: The gate controlling cell wall synthesis in Staphylococcus aureus. Mol Microbiol. 2004 Aug;53(4):1221-31. [PubMed:15306023 ]

Enzymes

Enzyme Details

1. Glucosamine 6-phosphate N-acetyltransferase

General function:: Involved in N-acetyltransferase activity
Specific function:: Not Available
Gene Name:: GNPNAT1
Uniprot ID:: Q96EK6
Molecular weight:: 20748.965

Reactions

Acetyl-CoA + Glucosamine 6-phosphate → Coenzyme A + N-Acetyl-D-Glucosamine 6-Phosphate	details

Enzyme Details

2. Glucosamine-6-phosphate isomerase 1

General function:: Involved in carbohydrate metabolic process
Specific function:: Seems to trigger calcium oscillations in mammalian eggs. These oscillations serve as the essential trigger for egg activation and early development of the embryo (By similarity).
Gene Name:: GNPDA1
Uniprot ID:: P46926
Molecular weight:: 32668.29

Enzyme Details

3. N-acetyl-D-glucosamine kinase

General function:: Carbohydrate transport and metabolism
Specific function:: Converts endogenous N-acetylglucosamine (GlcNAc), a major component of complex carbohydrates, from lysosomal degradation or nutritional sources into GlcNAc 6-phosphate. Involved in the N-glycolylneuraminic acid (Neu5Gc) degradation pathway: although human is not able to catalyze formation of Neu5Gc due to the inactive CMAHP enzyme, Neu5Gc is present in food and must be degraded. Also has ManNAc kinase activity.
Gene Name:: NAGK
Uniprot ID:: Q9UJ70
Molecular weight:: 42037.295

Reactions

Adenosine triphosphate + N-Acetyl-D-glucosamine → ADP + N-Acetyl-D-Glucosamine 6-Phosphate	details

Enzyme Details

4. Phosphoacetylglucosamine mutase

General function:: Involved in intramolecular transferase activity, phosphotransferases
Specific function:: Interconverts GlcNAc-6-P and GlcNAc-1-P.
Gene Name:: PGM3
Uniprot ID:: O95394
Molecular weight:: 62940.905

Reactions

N-Acetyl-glucosamine 1-phosphate → N-Acetyl-D-Glucosamine 6-Phosphate	details
N-Acetyl-D-Glucosamine 6-Phosphate → N-Acetyl-glucosamine 1-phosphate	details

Enzyme Details

5. Putative N-acetylglucosamine-6-phosphate deacetylase

General function:: Involved in hydrolase activity
Specific function:: Hydrolyzes the N-glycolyl group from N-glycolylglucosamine 6-phosphate (GlcNGc-6-P) in the N-glycolylneuraminic acid (Neu5Gc) degradation pathway. Although human is not able to catalyze formation of Neu5Gc due to the inactive CMAHP enzyme, Neu5Gc is present in food and must be degraded.
Gene Name:: AMDHD2
Uniprot ID:: Q9Y303
Molecular weight:: 63594.415

Reactions

N-Acetyl-D-Glucosamine 6-Phosphate + Water → Glucosamine 6-phosphate + Acetic acid	details

Enzyme Details

6. Glucosamine-6-phosphate isomerase 2

General function:: Involved in carbohydrate metabolic process
Specific function:: Not Available
Gene Name:: GNPDA2
Uniprot ID:: Q8TDQ7
Molecular weight:: 27090.845

Showing metabocard for N-Acetyl-D-Glucosamine 6-Phosphate (HMDB0001062)

MOL for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

3D MOL for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

3D SDF for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

3D-SDF for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

PDB for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

3D PDB for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

SMILES for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

INCHI for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

Structure for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

3D Structure for HMDB0001062 (N-Acetyl-D-Glucosamine 6-Phosphate)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

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