MiMeDB: Showing metabocard for N-Acetyl-D-mannosamine 6-phosphate (MMDBc0029563)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:32:26 UTC

Update Date

2022-08-31 13:43:51 UTC

Metabolite ID

MMDBc0029563

Metabolite Identification

Common Name

N-Acetyl-D-mannosamine 6-phosphate

Description

N-Acetyl-D-mannosamine 6-phosphate is an intermediate in amino sugar metabolism and is a substrate for UDP-N-acetylglucosamine--peptide N-acetylglucosaminyltransferase, Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase, Alpha-N-acetylglucosaminidase and Exostosin-2. It can be generated from N-acetyl-neuraminate-9-phosphate or N-acetyl-D-mannosamine.

Structure

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

HMDB0001121
     RDKit          3D
N-Acetyl-D-mannosamine 6-phosphate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.0419    0.8908   -1.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0546    0.1472   -0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4448   -0.7736    0.4974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774    0.4710   -0.3834 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648   -0.2264    0.3892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8775    0.6901    1.2690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7879    0.1202    2.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249    0.8737    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0959   -0.3264    1.0014 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5693   -0.1681    0.6938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630    0.2531   -0.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3855    0.4342   -0.9921 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2506   -0.4851   -0.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8550    2.0412   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131    0.0933   -2.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -1.3936    0.0817 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3253   -2.5897    0.7536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7552   -0.9717   -0.5553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.1595   -1.6438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7376    0.9702   -2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1904    1.9375   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0353    0.4012   -1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984    1.2315   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859   -0.9854    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3717    1.6743    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5991   -0.3791    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921   -0.6311    2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1118   -1.1041    0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    0.6070    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7227    2.2331    0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362    0.5187   -2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2531   -1.6202   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -2.4386    1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632   -1.8887   -0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619    0.5529   -1.4711 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  1
  7 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END


  Mrv0541 02231218562D          

 19 19  0  0  1  0            999 V2000
   19.3189  -17.9132    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.3189  -15.4382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1755  -14.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1755  -15.8507    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0334  -14.2007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3189  -17.0882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0334  -13.3757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1439  -17.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3189  -18.7382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4939  -17.9132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6045  -13.3757    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.8900  -14.6132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6045  -14.2007    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.8900  -15.4382    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.6045  -15.8507    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.3189  -14.6132    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.6045  -16.6757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3189  -12.9632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3189  -12.1382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  6  1  0  0  0  0
  1  8  1  0  0  0  0
  1  9  1  0  0  0  0
  1 10  2  0  0  0  0
  2 15  1  0  0  0  0
  2 16  1  0  0  0  0
 12  3  1  6  0  0  0
 14  4  1  1  0  0  0
 16  5  1  1  0  0  0
  6 17  1  0  0  0  0
  7 18  2  0  0  0  0
 13 11  1  6  0  0  0
 11 18  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 16  1  0  0  0  0
 14 15  1  0  0  0  0
 15 17  1  6  0  0  0
 18 19  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029563

> <DATABASE_NAME>
MIME

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

> <FORMULA>
C8H16NO9P

> <MOLECULAR_WEIGHT>
301.1877

> <EXACT_MASS>
301.056267627

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
25.24412026672544

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5S,6S)-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>
57.89760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.76e+01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001121
     RDKit          3D
N-Acetyl-D-mannosamine 6-phosphate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.0419    0.8908   -1.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0546    0.1472   -0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4448   -0.7736    0.4974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774    0.4710   -0.3834 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648   -0.2264    0.3892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8775    0.6901    1.2690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7879    0.1202    2.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249    0.8737    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0959   -0.3264    1.0014 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5693   -0.1681    0.6938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630    0.2531   -0.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3855    0.4342   -0.9921 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2506   -0.4851   -0.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8550    2.0412   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131    0.0933   -2.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -1.3936    0.0817 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3253   -2.5897    0.7536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7552   -0.9717   -0.5553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.1595   -1.6438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7376    0.9702   -2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1904    1.9375   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0353    0.4012   -1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984    1.2315   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859   -0.9854    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3717    1.6743    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5991   -0.3791    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921   -0.6311    2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1118   -1.1041    0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    0.6070    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7227    2.2331    0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362    0.5187   -2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2531   -1.6202   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -2.4386    1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632   -1.8887   -0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619    0.5529   -1.4711 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  1
  7 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  P   UNK     0      36.062 -33.438   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      36.062 -28.818   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      32.061 -26.508   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      32.061 -29.588   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      37.396 -26.508   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      36.062 -31.898   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      37.396 -24.968   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      37.602 -33.438   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      36.062 -34.978   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      34.522 -33.438   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0      34.728 -24.968   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      33.395 -27.278   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.728 -26.508   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.395 -28.818   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.728 -29.588   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      36.062 -27.278   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.728 -31.128   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      36.062 -24.198   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      36.062 -22.658   0.000  0.00  0.00           C+0
CONECT    1    6    8    9   10                                             
CONECT    2   15   16                                                       
CONECT    3   12                                                            
CONECT    4   14                                                            
CONECT    5   16                                                            
CONECT    6    1   17                                                       
CONECT    7   18                                                            
CONECT    8    1                                                            
CONECT    9    1                                                            
CONECT   10    1                                                            
CONECT   11   13   18                                                       
CONECT   12    3   13   14                                                  
CONECT   13   11   12   16                                                  
CONECT   14    4   12   15                                                  
CONECT   15    2   14   17                                                  
CONECT   16    2    5   13                                                  
CONECT   17    6   15                                                       
CONECT   18    7   11   19                                                  
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0001121
HETATM    1  C1  UNL     1      -5.042   0.891  -1.093  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.055   0.147  -0.282  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.445  -0.774   0.497  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.677   0.471  -0.383  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.665  -0.226   0.389  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.878   0.690   1.269  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.788   0.120   2.559  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.425   0.874   0.831  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.096  -0.326   1.001  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.569  -0.168   0.694  1.00  0.00           C  
HETATM   11  O4  UNL     1       2.763   0.253  -0.631  1.00  0.00           O  
HETATM   12  P1  UNL     1       4.385   0.434  -0.992  1.00  0.00           P  
HETATM   13  O5  UNL     1       5.251  -0.485  -0.149  1.00  0.00           O  
HETATM   14  O6  UNL     1       4.855   2.041  -0.669  1.00  0.00           O  
HETATM   15  O7  UNL     1       4.713   0.093  -2.621  1.00  0.00           O  
HETATM   16  C7  UNL     1       0.540  -1.394   0.082  1.00  0.00           C  
HETATM   17  O8  UNL     1       0.325  -2.590   0.754  1.00  0.00           O  
HETATM   18  C8  UNL     1      -0.755  -0.972  -0.555  1.00  0.00           C  
HETATM   19  O9  UNL     1      -0.477  -0.159  -1.644  1.00  0.00           O  
HETATM   20  H1  UNL     1      -4.738   0.970  -2.156  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.190   1.937  -0.717  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.035   0.401  -1.070  1.00  0.00           H  
HETATM   23  H4  UNL     1      -2.398   1.232  -1.033  1.00  0.00           H  
HETATM   24  H5  UNL     1      -2.186  -0.985   1.004  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.372   1.674   1.424  1.00  0.00           H  
HETATM   26  H7  UNL     1      -1.599  -0.379   2.793  1.00  0.00           H  
HETATM   27  H8  UNL     1       0.992  -0.631   2.050  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.112  -1.104   0.877  1.00  0.00           H  
HETATM   29  H10 UNL     1       3.044   0.607   1.332  1.00  0.00           H  
HETATM   30  H11 UNL     1       4.723   2.233   0.294  1.00  0.00           H  
HETATM   31  H12 UNL     1       5.536   0.519  -2.932  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.253  -1.620  -0.750  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.181  -2.439   1.593  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.263  -1.889  -0.909  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.162   0.553  -1.471  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

HMDB0001121
     RDKit          3D
N-Acetyl-D-mannosamine 6-phosphate
 35 35  0  0  0  0  0  0  0  0999 V2000
   -5.0419    0.8908   -1.0931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0546    0.1472   -0.2822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4448   -0.7736    0.4974 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6774    0.4710   -0.3834 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6648   -0.2264    0.3892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8775    0.6901    1.2690 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.7879    0.1202    2.5586 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4249    0.8737    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0959   -0.3264    1.0014 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5693   -0.1681    0.6938 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7630    0.2531   -0.6310 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3855    0.4342   -0.9921 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2506   -0.4851   -0.1493 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8550    2.0412   -0.6693 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7131    0.0933   -2.6205 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5401   -1.3936    0.0817 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3253   -2.5897    0.7536 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7552   -0.9717   -0.5553 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4770   -0.1595   -1.6438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7376    0.9702   -2.1557 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1904    1.9375   -0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0353    0.4012   -1.0697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984    1.2315   -1.0332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1859   -0.9854    1.0039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3717    1.6743    1.4245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5991   -0.3791    2.7928 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9921   -0.6311    2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1118   -1.1041    0.8766 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    0.6070    1.3321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7227    2.2331    0.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5362    0.5187   -2.9323 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2531   -1.6202   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1814   -2.4386    1.5933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2632   -1.8887   -0.9094 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619    0.5529   -1.4711 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  1
  7 26  1  0
  9 27  1  1
 10 28  1  0
 10 29  1  0
 14 30  1  0
 15 31  1  0
 16 32  1  6
 17 33  1  0
 18 34  1  6
 19 35  1  0
M  END

Synonyms

Value	Source
2-(Acetylamino)-2-deoxy-6-O-phosphono-alpha-D-mannopyranose	ChEBI
2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannopyranose	ChEBI
2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannose	ChEBI
2-(Acetylamino)-2-deoxy-6-O-phosphono-a-D-mannopyranose	Generator
2-(Acetylamino)-2-deoxy-6-O-phosphono-α-D-mannopyranose	Generator
2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannopyranose	Generator
2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannopyranose	Generator
2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannose	Generator
2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannose	Generator
N-Acetyl-D-mannosamine 6-phosphoric acid	Generator
ManNAc-6-p	HMDB
N-Acetyl-D-mannosamine-6-p	HMDB
N-Acetyl-D-mannosamine-6-phosphate	HMDB
N-Acetylmannosamine-6-p	HMDB
2-Acetamido-2-deoxy-mannose-6-phosphate	HMDB

Molecular Formula

C₈H₁₆NO₉P

Average Mass

301.1877

Monoisotopic Mass

301.056267627

IUPAC Name

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

Traditional Name

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

CAS Registry Number

873185-52-5

SMILES

CC(=O)N[C@@H]1[C@@H](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-UOLFYFMNSA-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-acetyl-D-mannosamine 6-phosphate (CHEBI:62165 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	17.6 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.3	ChemAxon
logS	-1.2	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	25.24 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000t-9740000000-cab3a2db3c6cb3b55bda	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0udi-5932260000-cf5a295bb3aa57a99de6	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-2196000000-8aa0b82454ed7fe1de1b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0w2a-4591000000-dca968a4092f312565ac	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dm-6900000000-933daf9b2c351b0a86b6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0v00-5931000000-4a813f2d6d4480fc5e41	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-8cdef6bcf81376fb24e2	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a998778a46bb52c7223a	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0393000000-d1dd3875fcda98185905	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-2692000000-6d48d468a379d10f1080	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9200000000-ceb982e51eab41177ff3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f92-9034000000-ec11d92a6d8dc4228cbe	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9010000000-499ace1dadd3a5590458	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-4bf2b9a14f4e1c8fc62a	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces

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
MMDBp0192001	Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase	Enzyme	Q9Y223	Homo sapiens
MMDBp0192002	Sialic acid synthase	Enzyme	Q9NR45	Homo sapiens
MMDBp0196656	14 kDa phosphohistidine phosphatase	Enzyme	Q9NRX4	Homo sapiens
MMDBp0196890	Myotubularin-related protein 1	Unknown	Q13613
MMDBp0196891	Myotubularin-related protein 2	Unknown	Q13614
MMDBp0196892	Myotubularin-related protein 6	Unknown	Q9Y217
MMDBp0196893	Myotubularin-related protein 7	Unknown	Q9Y216

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000185	N-Acetyl-D-mannosamine 6-phosphate	N-Acetylneuraminic acid 9-phosphate	N-acetylneuraminic acid synthase	VMH	10749855
MMDBr0006904	N-Acetyl-D-mannosamine 6-phosphate	N-Acetyl-D-Glucosamine 6-Phosphate	Not Available	VMH	30371894
MMDBr0007718	N-Acetylmannosamine	N-Acetyl-D-mannosamine 6-phosphate	Not Available	VMH; KEGG	30371894

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	Proteobacteria	95	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	252	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	66	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Bacteroidetes	15	Human feces; Human ; Human stool	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	15	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001121

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022435

KNApSAcK ID

Not Available

Chemspider ID

389249

KEGG Compound ID

C04257

BioCyc ID

Not Available

BiGG ID

43459

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440273

PDB ID

BMX

ChEBI ID

62165

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for N-Acetyl-D-mannosamine 6-phosphate (MMDBc0029563)

MOL for #<Metabolite:0x00007fdb7152cbd8>

3D MOL for #<Metabolite:0x00007fdb7152cbd8>

3D SDF for #<Metabolite:0x00007fdb7152cbd8>

3D-SDF for #<Metabolite:0x00007fdb7152cbd8>

PDB for #<Metabolite:0x00007fdb7152cbd8>

3D PDB for #<Metabolite:0x00007fdb7152cbd8>

SMILES for #<Metabolite:0x00007fdb7152cbd8>

INCHI for #<Metabolite:0x00007fdb7152cbd8>

Structure for #<Metabolite:0x00007fdb7152cbd8>

3D Structure for #<Metabolite:0x00007fdb7152cbd8>