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Showing metabocard for N-Acetyl-D-mannosamine 6-phosphate (HMDB0001121)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:46:23 UTC
HMDB IDHMDB0001121
Secondary Accession Numbers
  • HMDB01121
Metabolite Identification
Common NameN-Acetyl-D-mannosamine 6-phosphate
DescriptionN-Acetyl-D-mannosamine 6-phosphate, also known as N-acetyl-D-mannosamine-6-p or mannac-6-p, 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. N-Acetyl-D-mannosamine 6-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). An N-acetyl-D-mannosamine 6-phosphate having alpha-configuration at the anomeric centre. N-Acetyl-D-mannosamine 6-phosphate exists in all living organisms, ranging from bacteria to humans. Within humans, N-acetyl-D-mannosamine 6-phosphate participates in a number of enzymatic reactions. In particular, N-acetyl-D-mannosamine 6-phosphate can be biosynthesized from N-acetylmannosamine through the action of the enzyme bifunctional UDP-N-acetyl glucosamine 2-epimerase / N-acetylmannosamine kinase. In addition, N-acetyl-D-mannosamine 6-phosphate and phosphoenolpyruvic acid can be converted into N-acetylneuraminate 9-phosphate; which is catalyzed by the enzyme sialic acid synthase. In humans, N-acetyl-D-mannosamine 6-phosphate is involved in the metabolic disorder called the salla disease/infantile sialic acid storage disease pathway.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

  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
Download

3D MOL for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

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
Download

3D SDF for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

  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>
HMDB0001121

> <DATABASE_NAME>
hmdb

> <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

$$$$
Download

3D-SDF for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

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
Download

PDB for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

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
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3D PDB for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

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
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SMILES for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

CC(=O)N[C@@H]1[C@@H](O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O
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INCHI for HMDB0001121 (N-Acetyl-D-mannosamine 6-phosphate)

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
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
2-(Acetylamino)-2-deoxy-6-O-phosphono-alpha-D-mannopyranoseChEBI
2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannopyranoseChEBI
2-Acetamido-2-deoxy-6-O-phosphono-alpha-D-mannoseChEBI
2-(Acetylamino)-2-deoxy-6-O-phosphono-a-D-mannopyranoseGenerator
2-(Acetylamino)-2-deoxy-6-O-phosphono-α-D-mannopyranoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannopyranoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannopyranoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-a-D-mannoseGenerator
2-Acetamido-2-deoxy-6-O-phosphono-α-D-mannoseGenerator
N-Acetyl-D-mannosamine 6-phosphoric acidGenerator
ManNAc-6-pHMDB
N-Acetyl-D-mannosamine-6-pHMDB
N-Acetyl-D-mannosamine-6-phosphateHMDB
N-Acetylmannosamine-6-pHMDB
2-Acetamido-2-deoxy-mannose-6-phosphateHMDB
Chemical FormulaC8H16NO9P
Average Molecular Weight301.1877
Monoisotopic Molecular Weight301.056267627
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 Number873185-52-5
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 KeyBRGMHAYQAZFZDJ-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.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentAcylaminosugars
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 FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB022435
KNApSAcK IDNot Available
Chemspider ID389249
KEGG Compound IDC04257
BioCyc IDNot Available
BiGG ID43459
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound440273
PDB IDBMX
ChEBI ID62165
Food Biomarker OntologyNot Available
VMH IDACMANAP
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General ReferencesNot Available

Enzymes

Enzyme Details
1. Bifunctional UDP-N-acetylglucosamine 2-epimerase/N-acetylmannosamine kinase
General function:
Involved in ATP binding
Specific function:
Regulates and initiates biosynthesis of N-acetylneuraminic acid (NeuAc), a precursor of sialic acids. Plays an essential role in early development (By similarity). Required for normal sialylation in hematopoietic cells. Sialylation is implicated in cell adhesion, signal transduction, tumorigenicity and metastatic behavior of malignant cells.
Gene Name:
GNE
Uniprot ID:
Q9Y223
Molecular weight:
83065.25
Reactions
Adenosine triphosphate + N-Acetylmannosamine → ADP + N-Acetyl-D-mannosamine 6-phosphatedetails
Enzyme Details
2. Sialic acid synthase
General function:
Involved in catalytic activity
Specific function:
Produces N-acetylneuraminic acid (Neu5Ac) and 2-keto-3-deoxy-D-glycero-D-galacto-nononic acid (KDN). Can also use N-acetylmannosamine 6-phosphate and mannose 6-phosphate as substrates to generate phosphorylated forms of Neu5Ac and KDN, respectively.
Gene Name:
NANS
Uniprot ID:
Q9NR45
Molecular weight:
40307.26
Reactions
N-Acetylneuraminic acid 9-phosphate + Phosphate → N-Acetyl-D-mannosamine 6-phosphate + Phosphoenolpyruvic acid + Waterdetails
Enzyme Details
3. 14 kDa phosphohistidine phosphatase
General function:
Involved in phosphohistidine phosphatase activity
Specific function:
Exhibits phosphohistidine phosphatase activity.
Gene Name:
PHPT1
Uniprot ID:
Q9NRX4
Molecular weight:
Not Available
Reactions
N-Acetylmannosamine + Phosphate → N-Acetyl-D-mannosamine 6-phosphate + Waterdetails
Enzyme Details
4. Myotubularin-related protein 1
General function:
Not Available
Specific function:
Lipid phosphatase that acts on phosphatidylinositol 3-phosphate and phosphatidylinositol (3,5)-bisphosphate.
Gene Name:
MTMR1
Uniprot ID:
Q13613
Molecular weight:
Not Available
Reactions
N-Acetylmannosamine + Phosphate → N-Acetyl-D-mannosamine 6-phosphate + Waterdetails
Enzyme Details
5. Myotubularin-related protein 2
General function:
Not Available
Specific function:
Phosphatase that acts on lipids with a phosphoinositol headgroup. Has phosphatase activity towards phosphatidylinositol 3-phosphate and phosphatidylinositol 3,5-bisphosphate.
Gene Name:
MTMR2
Uniprot ID:
Q13614
Molecular weight:
Not Available
Reactions
N-Acetylmannosamine + Phosphate → N-Acetyl-D-mannosamine 6-phosphate + Waterdetails
Enzyme Details
6. Myotubularin-related protein 6
General function:
Not Available
Specific function:
Phosphatase that acts on lipids with a phosphoinositol headgroup. Acts as a negative regulator of KCNN4/KCa3.1 channel activity in CD4+ T-cells possibly by decreasing intracellular levels of phosphatidylinositol 3 phosphatase. Negatively regulates proliferation of reactivated CD4+ T-cells.
Gene Name:
MTMR6
Uniprot ID:
Q9Y217
Molecular weight:
Not Available
Reactions
N-Acetylmannosamine + Phosphate → N-Acetyl-D-mannosamine 6-phosphate + Waterdetails
Enzyme Details
7. Myotubularin-related protein 7
General function:
Not Available
Specific function:
Phosphatase that acts on lipids with a phosphoinositol headgroup (Probable).
Gene Name:
MTMR7
Uniprot ID:
Q9Y216
Molecular weight:
Not Available
Reactions
N-Acetylmannosamine + Phosphate → N-Acetyl-D-mannosamine 6-phosphate + Waterdetails