MiMeDB: Showing metabocard for 1D-myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphate (MMDBc0055192)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:45:53 UTC

Update Date

2022-08-12 20:09:16 UTC

Metabolite ID

MMDBc0055192

Metabolite Identification

Common Name

1D-myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphate

Description

1-O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol 3-phosphate, also known as 1D-myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphoric acid, belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety. Based on a literature review very few articles have been published on 1-O-(2-acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol 3-phosphate.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221452D          

 41 42  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  5  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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.0125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.8743   -7.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -5.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  4  0  0  0
  4  2  1  1  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 15  3  2  0  0  0  0
  5 15  1  6  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
  6 18  1  6  0  0  0
  7 19  1  6  0  0  0
  8 20  1  1  0  0  0
  9 21  1  6  0  0  0
 10 22  1  6  0  0  0
 11 23  1  1  0  0  0
 27  4  1  0  0  0  0
 27 14  1  0  0  0  0
 12 28  1  6  0  0  0
 14 28  1  6  0  0  0
 13 29  1  1  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 29  1  0  0  0  0
  4 31  1  6  0  0  0
  5 32  1  1  0  0  0
  6 33  1  1  0  0  0
  7 34  1  6  0  0  0
  8 35  1  6  0  0  0
  9 36  1  1  0  0  0
 10 37  1  1  0  0  0
 11 38  1  6  0  0  0
 12 39  1  6  0  0  0
 13 40  1  6  0  0  0
 14 41  1  1  0  0  0
M  CHG  2  17  -1  24  -1
M  END


  Mrv1652306172221452D          

 41 42  0  0  1  0            999 V2000
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  5  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
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.0125    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    3.8743   -7.3145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6993   -5.8855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.0625    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -5.7750    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -3.3000    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  4  0  0  0
  4  2  1  1  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  7  6  1  0  0  0  0
  9  8  1  0  0  0  0
 10  8  1  0  0  0  0
 12  9  1  0  0  0  0
 12 11  1  0  0  0  0
 13 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14  5  1  0  0  0  0
 15  3  2  0  0  0  0
  5 15  1  6  0  0  0
 16  2  1  0  0  0  0
 17  3  1  0  0  0  0
  6 18  1  6  0  0  0
  7 19  1  6  0  0  0
  8 20  1  1  0  0  0
  9 21  1  6  0  0  0
 10 22  1  6  0  0  0
 11 23  1  1  0  0  0
 27  4  1  0  0  0  0
 27 14  1  0  0  0  0
 12 28  1  6  0  0  0
 14 28  1  6  0  0  0
 13 29  1  1  0  0  0
 30 24  1  0  0  0  0
 30 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 29  1  0  0  0  0
  4 31  1  6  0  0  0
  5 32  1  1  0  0  0
  6 33  1  1  0  0  0
  7 34  1  6  0  0  0
  8 35  1  6  0  0  0
  9 36  1  1  0  0  0
 10 37  1  1  0  0  0
 11 38  1  6  0  0  0
 12 39  1  6  0  0  0
 13 40  1  6  0  0  0
 14 41  1  1  0  0  0
M  CHG  2  17  -1  24  -1
M  END
> <DATABASE_ID>
MMDBc0055192

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H26NO14P/c1-3(17)15-5-7(19)6(18)4(2-16)27-14(5)28-12-9(21)8(20)10(22)13(11(12)23)29-30(24,25)26/h4-14,16,18-23H,2H2,1H3,(H,15,17)(H2,24,25,26)/p-2/t4-,5-,6-,7-,8-,9-,10+,11+,12+,13-,14-/m1/s1

> <INCHI_KEY>
CHTTVMDQGBOCME-DNSWDBFXSA-L

> <FORMULA>
C14H24NO14P

> <MOLECULAR_WEIGHT>
461.314

> <EXACT_MASS>
461.094538615

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.661894321718826

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
-2

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2R,3R,4R,5S,6R)-2-{[(1S,2S,3R,4S,5R,6R)-3-(hydrogen phosphonooxy)-2,4,5,6-tetrahydroxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate

> <JCHEM_LOGP>
-5.144842395666666

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.5533375231221305

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.1614985316094666

> <JCHEM_PKA_STRONGEST_BASIC>
-3.642543122720185

> <JCHEM_POLAR_SURFACE_AREA>
265.08

> <JCHEM_REFRACTIVITY>
100.1128

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
N-[(2R,3R,4R,5S,6R)-2-{[(1S,2S,3R,4S,5R,6R)-3-(hydrogen phosphonooxy)-2,4,5,6-tetrahydroxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.334  -5.390   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       8.002  -3.080   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O-1
HETATM   18  O   UNK     0       4.001  -0.770   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       6.668  -5.390   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       9.336 -13.090   0.000  0.00  0.00           O-1
HETATM   25  O   UNK     0       7.232 -13.654   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0       8.772 -10.986   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0       8.002 -12.320   0.000  0.00  0.00           P+0
HETATM   31  H   UNK     0       5.335  -1.540   0.000  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.334  -3.850   0.000  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.667  -1.540   0.000  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.001  -3.850   0.000  0.00  0.00           H+0
HETATM   35  H   UNK     0       8.002  -6.160   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       5.335  -6.160   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       8.002 -10.780   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0       4.001  -8.470   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.668  -8.470   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.335 -10.780   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.667  -6.160   0.000  0.00  0.00           H+0
CONECT    1    3                                                            
CONECT    2    4   16                                                       
CONECT    3    1   15   17                                                  
CONECT    4    2    6   27   31                                             
CONECT    5    7   14   15   32                                             
CONECT    6    4    7   18   33                                             
CONECT    7    5    6   19   34                                             
CONECT    8    9   10   20   35                                             
CONECT    9    8   12   21   36                                             
CONECT   10    8   13   22   37                                             
CONECT   11   12   13   23   38                                             
CONECT   12    9   11   28   39                                             
CONECT   13   10   11   29   40                                             
CONECT   14    5   27   28   41                                             
CONECT   15    3    5                                                       
CONECT   16    2                                                            
CONECT   17    3                                                            
CONECT   18    6                                                            
CONECT   19    7                                                            
CONECT   20    8                                                            
CONECT   21    9                                                            
CONECT   22   10                                                            
CONECT   23   11                                                            
CONECT   24   30                                                            
CONECT   25   30                                                            
CONECT   26   30                                                            
CONECT   27    4   14                                                       
CONECT   28   12   14                                                       
CONECT   29   13   30                                                       
CONECT   30   24   25   26   29                                             
CONECT   31    4                                                            
CONECT   32    5                                                            
CONECT   33    6                                                            
CONECT   34    7                                                            
CONECT   35    8                                                            
CONECT   36    9                                                            
CONECT   37   10                                                            
CONECT   38   11                                                            
CONECT   39   12                                                            
CONECT   40   13                                                            
CONECT   41   14                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   84    0
END

Synonyms

Value	Source
(1R,2S,3S,4R,5R,6S)-3-[(2-Acetamido-2-deoxy-alpha-D-glucopyranosyl)oxy]-2,4,5,6-tetrahydroxycyclohexyl phosphate	ChEBI
1D-Myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphate	ChEBI
1D-Myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphate dianion	ChEBI
(1R,2S,3S,4R,5R,6S)-3-[(2-Acetamido-2-deoxy-a-D-glucopyranosyl)oxy]-2,4,5,6-tetrahydroxycyclohexyl phosphate	Generator
(1R,2S,3S,4R,5R,6S)-3-[(2-Acetamido-2-deoxy-a-D-glucopyranosyl)oxy]-2,4,5,6-tetrahydroxycyclohexyl phosphoric acid	Generator
(1R,2S,3S,4R,5R,6S)-3-[(2-Acetamido-2-deoxy-alpha-D-glucopyranosyl)oxy]-2,4,5,6-tetrahydroxycyclohexyl phosphoric acid	Generator
(1R,2S,3S,4R,5R,6S)-3-[(2-Acetamido-2-deoxy-α-D-glucopyranosyl)oxy]-2,4,5,6-tetrahydroxycyclohexyl phosphate	Generator
(1R,2S,3S,4R,5R,6S)-3-[(2-Acetamido-2-deoxy-α-D-glucopyranosyl)oxy]-2,4,5,6-tetrahydroxycyclohexyl phosphoric acid	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-a-D-glucopyranoside 3-phosphate	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-a-D-glucopyranoside 3-phosphoric acid	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphoric acid	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-α-D-glucopyranoside 3-phosphate	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-α-D-glucopyranoside 3-phosphoric acid	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-a-D-glucopyranoside 3-phosphate dianion	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-a-D-glucopyranoside 3-phosphoric acid dianion	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphoric acid dianion	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-α-D-glucopyranoside 3-phosphate dianion	Generator
1D-Myo-inositol 2-acetamido-2-deoxy-α-D-glucopyranoside 3-phosphoric acid dianion	Generator
1-O-(2-Acetamido-2-deoxy-a-D-glucopyranosyl)-1D-myo-inositol 3-phosphate	Generator
1-O-(2-Acetamido-2-deoxy-a-D-glucopyranosyl)-1D-myo-inositol 3-phosphoric acid	Generator
1-O-(2-Acetamido-2-deoxy-alpha-D-glucopyranosyl)-1D-myo-inositol 3-phosphoric acid	Generator
1-O-(2-Acetamido-2-deoxy-α-D-glucopyranosyl)-1D-myo-inositol 3-phosphate	Generator
1-O-(2-Acetamido-2-deoxy-α-D-glucopyranosyl)-1D-myo-inositol 3-phosphoric acid	Generator

Molecular Formula

C₁₄H₂₄NO₁₄P

Average Mass

461.314

Monoisotopic Mass

461.094538615

IUPAC Name

N-[(2R,3R,4R,5S,6R)-2-{[(1S,2S,3R,4S,5R,6R)-3-(hydrogen phosphonooxy)-2,4,5,6-tetrahydroxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate

Traditional Name

N-[(2R,3R,4R,5S,6R)-2-{[(1S,2S,3R,4S,5R,6R)-3-(hydrogen phosphonooxy)-2,4,5,6-tetrahydroxycyclohexyl]oxy}-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl]ethanecarboximidate

CAS Registry Number

Not Available

SMILES

[H][C@]1(CO)O[C@]([H])(O[C@@]2([H])[C@]([H])(O)[C@@]([H])(O)[C@]([H])(O)[C@@]([H])(OP(O)([O-])=O)[C@@]2([H])O)[C@]([H])(N=C(C)[O-])[C@@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C14H26NO14P/c1-3(17)15-5-7(19)6(18)4(2-16)27-14(5)28-12-9(21)8(20)10(22)13(11(12)23)29-30(24,25)26/h4-14,16,18-23H,2H2,1H3,(H,15,17)(H2,24,25,26)/p-2/t4-,5-,6-,7-,8-,9-,10+,11+,12+,13-,14-/m1/s1

InChI Key

CHTTVMDQGBOCME-DNSWDBFXSA-L

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as inositol phosphates. Inositol phosphates are compounds containing a phosphate group attached to an inositol (or cyclohexanehexol) moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Alcohols and polyols

Direct Parent

Inositol phosphates

Alternative Parents

Substituents

Inositol phosphate
N-acyl-alpha-hexosamine
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide phosphate
Cyclohexanol
Monosaccharide
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Alkyl phosphate
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Polyol
Carboxylic acid derivative
Organoheterocyclic compound
Acetal
Oxacycle
Carbonyl group
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary alcohol
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

inositol phosphate oxoanion (CHEBI:58892 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-5.1	ChemAxon
pKa (Strongest Acidic)	1.16	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	265.08 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	100.11 m³·mol⁻¹	ChemAxon
Polarizability	39.66 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

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0014623	1D-myo-inositol 3-phosphate	1D-myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphate	D-inositol 3-phosphate glycosyltransferase	Glycosylation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Actinobacteria	69	Human ; Human feces; Cattle

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26331419

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46878470

PDB ID

Not Available

ChEBI ID

58892

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Bansal P, Morgat A, Axelsen KB, Muthukrishnan V, Coudert E, Aimo L, Hyka-Nouspikel N, Gasteiger E, Kerhornou A, Neto TB, Pozzato M, Blatter MC, Ignatchenko A, Redaschi N, Bridge A: Rhea, the reaction knowledgebase in 2022. Nucleic Acids Res. 2022 Jan 7;50(D1):D693-D700. doi: 10.1093/nar/gkab1016. [PubMed:34755880 ]

Showing metabocard for 1D-myo-inositol 2-acetamido-2-deoxy-alpha-D-glucopyranoside 3-phosphate (MMDBc0055192)

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