MiMeDB: Showing metabocard for Mannose 6-phosphate (MMDBc0029546)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:31:47 UTC

Update Date

2022-08-31 13:43:04 UTC

Metabolite ID

MMDBc0029546

Metabolite Identification

Common Name

Mannose 6-phosphate

Description

Mannose-6-phosphate (M6P) is a molecule bound by lectin. M6P is converted to fructose 6-phosphate by mannose phosphate isomerase. (Wikipedia )

Structure

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

HMDB0001078
     RDKit          3D
Mannose 6-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.0933    1.9361    2.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449    1.0710    0.9859 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0994    1.7226   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152   -0.5125    1.1478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474    1.1203    0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.1809    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0060   -0.3473    0.4086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9363   -0.1578    1.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -0.3534    0.9760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0080    0.7849    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083   -0.9441   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6619   -0.9349   -0.7723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494   -0.1679   -1.4390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3437    0.6926   -2.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176    0.5554   -0.7170 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6103    0.8998   -1.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    0.9613   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933   -0.4439    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -0.6166    1.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.7598    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252   -1.4146    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.0899    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8016    0.7172    1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -2.0137   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3960   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774   -0.9085   -2.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    0.2896   -3.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8653    1.5016   -0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0972    0.1290   -1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  1
 10 23  1  0
 11 24  1  1
 12 25  1  0
 13 26  1  6
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END


  Mrv1652309042000172D          

 16 16  0  0  1  0            999 V2000
   -1.9884    0.3079    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1595    0.3042    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8171    0.3079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9884    1.1329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9959   -0.5208    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5247    0.8364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1825    0.4258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1825   -0.3992    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9010    0.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9010   -0.8174    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5247   -0.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6233    0.4258    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6233   -0.3992    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9010   -1.6424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381    0.8364    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3381   -0.8174    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  6  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  1  0  0  0
 12 15  1  1  0  0  0
 13 16  1  1  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029546

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1

> <INCHI_KEY>
NBSCHQHZLSJFNQ-RWOPYEJCSA-N

> <FORMULA>
C6H13O9P

> <MOLECULAR_WEIGHT>
260.1358

> <EXACT_MASS>
260.029718526

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.99390478641751

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.06

> <JCHEM_LOGP>
-3.056105249333333

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.248752256962443

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.222936327751123

> <JCHEM_PKA_STRONGEST_BASIC>
-3.64935696086094

> <JCHEM_POLAR_SURFACE_AREA>
156.91

> <JCHEM_REFRACTIVITY>
46.796299999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.14e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mannose 6 phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001078
     RDKit          3D
Mannose 6-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.0933    1.9361    2.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449    1.0710    0.9859 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0994    1.7226   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152   -0.5125    1.1478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474    1.1203    0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.1809    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0060   -0.3473    0.4086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9363   -0.1578    1.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -0.3534    0.9760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0080    0.7849    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083   -0.9441   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6619   -0.9349   -0.7723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494   -0.1679   -1.4390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3437    0.6926   -2.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176    0.5554   -0.7170 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6103    0.8998   -1.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    0.9613   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933   -0.4439    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -0.6166    1.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.7598    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252   -1.4146    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.0899    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8016    0.7172    1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -2.0137   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3960   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774   -0.9085   -2.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    0.2896   -3.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8653    1.5016   -0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0972    0.1290   -1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  1
 10 23  1  0
 11 24  1  1
 12 25  1  0
 13 26  1  6
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  P   UNK     0      -3.712   0.575   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      -2.164   0.568   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -5.259   0.575   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -3.712   2.115   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -3.726  -0.972   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.979   1.561   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.341   0.795   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.341  -0.745   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.682   1.561   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.682  -1.526   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.979  -1.526   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.030   0.795   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.030  -0.745   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.682  -3.066   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.364   1.561   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.364  -1.526   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7   12                                                       
CONECT   10    8   13   14                                                  
CONECT   11    8                                                            
CONECT   12    9   15   13                                                  
CONECT   13   10   16   12                                                  
CONECT   14   10                                                            
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0001078
HETATM    1  O1  UNL     1       4.093   1.936   2.096  1.00  0.00           O  
HETATM    2  P1  UNL     1       3.545   1.071   0.986  1.00  0.00           P  
HETATM    3  O2  UNL     1       4.099   1.723  -0.471  1.00  0.00           O  
HETATM    4  O3  UNL     1       4.115  -0.513   1.148  1.00  0.00           O  
HETATM    5  O4  UNL     1       1.847   1.120   0.933  1.00  0.00           O  
HETATM    6  C1  UNL     1       1.400  -0.181   0.866  1.00  0.00           C  
HETATM    7  C2  UNL     1      -0.006  -0.347   0.409  1.00  0.00           C  
HETATM    8  O5  UNL     1      -0.936  -0.158   1.433  1.00  0.00           O  
HETATM    9  C3  UNL     1      -2.222  -0.353   0.976  1.00  0.00           C  
HETATM   10  O6  UNL     1      -3.008   0.785   1.001  1.00  0.00           O  
HETATM   11  C4  UNL     1      -2.308  -0.944  -0.400  1.00  0.00           C  
HETATM   12  O7  UNL     1      -3.662  -0.935  -0.772  1.00  0.00           O  
HETATM   13  C5  UNL     1      -1.549  -0.168  -1.439  1.00  0.00           C  
HETATM   14  O8  UNL     1      -2.344   0.693  -2.170  1.00  0.00           O  
HETATM   15  C6  UNL     1      -0.418   0.555  -0.717  1.00  0.00           C  
HETATM   16  O9  UNL     1       0.610   0.900  -1.571  1.00  0.00           O  
HETATM   17  H1  UNL     1       4.291   0.961  -1.071  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.093  -0.444   1.270  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.496  -0.617   1.889  1.00  0.00           H  
HETATM   20  H4  UNL     1       2.089  -0.760   0.225  1.00  0.00           H  
HETATM   21  H5  UNL     1      -0.125  -1.415   0.092  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.699  -1.090   1.671  1.00  0.00           H  
HETATM   23  H7  UNL     1      -3.802   0.717   1.574  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.021  -2.014  -0.355  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.204  -0.396  -0.147  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.077  -0.908  -2.132  1.00  0.00           H  
HETATM   27  H11 UNL     1      -2.531   0.290  -3.065  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.865   1.502  -0.328  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.097   0.129  -1.928  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   17
CONECT    4   18
CONECT    5    6
CONECT    6    7   19   20
CONECT    7    8   15   21
CONECT    8    9
CONECT    9   10   11   22
CONECT   10   23
CONECT   11   12   13   24
CONECT   12   25
CONECT   13   14   15   26
CONECT   14   27
CONECT   15   16   28
CONECT   16   29
END

HMDB0001078
     RDKit          3D
Mannose 6-phosphate
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.0933    1.9361    2.0961 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5449    1.0710    0.9859 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0994    1.7226   -0.4713 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1152   -0.5125    1.1478 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8474    1.1203    0.9329 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998   -0.1809    0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0060   -0.3473    0.4086 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9363   -0.1578    1.4328 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2215   -0.3534    0.9760 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.0080    0.7849    1.0013 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3083   -0.9441   -0.3999 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6619   -0.9349   -0.7723 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5494   -0.1679   -1.4390 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3437    0.6926   -2.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176    0.5554   -0.7170 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6103    0.8998   -1.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914    0.9613   -1.0706 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0933   -0.4439    1.2699 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4965   -0.6166    1.8887 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0893   -0.7598    0.2249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252   -1.4146    0.0918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6990   -1.0899    1.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8016    0.7172    1.5736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0212   -2.0137   -0.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2043   -0.3960   -0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0774   -0.9085   -2.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5312    0.2896   -3.0651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8653    1.5016   -0.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0972    0.1290   -1.9285 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  7  1  0
  3 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  7 21  1  6
  9 22  1  1
 10 23  1  0
 11 24  1  1
 12 25  1  0
 13 26  1  6
 14 27  1  0
 15 28  1  1
 16 29  1  0
M  END

Synonyms

Value	Source
Mannose 6-phosphoric acid	Generator
alpha-D-Mannose-6-p	HMDB
alpha-D-Mannose-6-phosphate	HMDB
alpha-delta-Mannose-6-p	HMDB
alpha-delta-Mannose-6-phosphate	HMDB
D-Mannose 6-phosphate	HMDB
delta-Mannose 6-phosphate	HMDB
Man-6-p	HMDB
Mannose-6-phosphate	HMDB
Mannose-6-phosphate dilithium salt	HMDB
Mannose-6-phosphate disodium salt	HMDB
Mannose-6-phosphate sodium salt, (D)-isomer	HMDB

Molecular Formula

C₆H₁₃O₉P

Average Mass

260.1358

Monoisotopic Mass

260.029718526

IUPAC Name

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

Traditional Name

mannose 6 phosphate

CAS Registry Number

3672-15-9

SMILES

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

InChI Identifier

InChI=1S/C6H13O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-10H,1H2,(H2,11,12,13)/t2-,3-,4+,5+,6-/m1/s1

InChI Key

NBSCHQHZLSJFNQ-RWOPYEJCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Hexose phosphates

Alternative Parents

Substituents

Hexose phosphate
Monosaccharide phosphate
Monoalkyl phosphate
Organic phosphoric acid derivative
Alkyl phosphate
Oxane
Phosphoric acid ester
Hemiacetal
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Alcohol
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-mannopyranose 6-phosphate (CHEBI:49728 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	31.4 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-3.1	ChemAxon
logS	-0.92	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	156.91 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	46.8 m³·mol⁻¹	ChemAxon
Polarizability	20.99 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	splash10-0005-9740000000-a6e81224fb97751dc2e6	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-001i-2533590000-b6a62e882bfffed3184a	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
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0007-3490000000-734a88a9b3fd55b3e43f	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-052b-9300000000-2c63b28f70b6b2eb75a1	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-00l2-9000000000-5406aea843f73d03563c	2012-07-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0490000000-94ea79ec673f4688b7a0	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dm-5940000000-c649262446626dcb8d6e	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uka-9800000000-aae2cb792906d2dec6cd	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-8290000000-8e20219f94b3fe964e38	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-b19b64f5cb4124047baf	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-ecb75a44e3d25affdf31	2016-09-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6s-9060000000-b446300429049a22bea4	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-d5aaca13a836cb9f1725	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dm-0970000000-40dbaf3d3c72cf65bf47	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ot-7900000000-00bc03290b6c0bfb7f84	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9000000000-7a6ff6606f1dbc2f0ae4	2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Feces
Fibroblasts
Intestine
Liver
Prostate
Spleen
Testis

Tissue Locations

Fibroblasts
Intestine
Liver
Prostate
Spleen
Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191880	Glucokinase	Enzyme	P35557	Homo sapiens
MMDBp0191882	Hexokinase-3	Enzyme	P52790	Homo sapiens
MMDBp0191883	Hexokinase-2	Enzyme	P52789	Homo sapiens
MMDBp0191885	Hexokinase-1	Enzyme	P19367	Homo sapiens
MMDBp0192417	Mannose-6-phosphate isomerase	Unknown	P34949	Homo sapiens
MMDBp0193156	Phosphomannomutase 2	Enzyme	O15305	Homo sapiens
MMDBp0193157	Phosphomannomutase 1	Enzyme	Q92871	Homo sapiens
MMDBp0193235	Perilipin-3	Enzyme	O60664	Homo sapiens
MMDBp0193236	Cation-dependent mannose-6-phosphate receptor	Enzyme	P20645	Homo sapiens
MMDBp0193237	Cation-independent mannose-6-phosphate receptor	Enzyme	P11717	Homo sapiens
MMDBp0193931	Phosphoglucomutase-2	Unknown	Q96G03	Homo sapiens
MMDBp0196315	Phosphofurin acidic cluster sorting protein 1	Unknown	Q6VY07	Homo sapiens
MMDBp0196316	Sortilin	Unknown	Q99523	Homo sapiens
MMDBp0196317	Kinesin-like protein KIF13A	Unknown	Q9H1H9	Homo sapiens
MMDBp0196318	WD repeat domain phosphoinositide-interacting protein 1	Unknown	Q5MNZ9	Homo sapiens
MMDBp0196842	Putative hexokinase HKDC1	Unknown	Q2TB90

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000186	Water	2-Keto-3-Deoxy-D-Glycero-D-Galactononic Acid 9-Phosphate	N-acetylneuraminic acid synthase	N-Acetylneuraminate 9-Phosphate Pyruvate-Lyase (Pyruvate-Phosphorylating)	VMH	10749855
MMDBr0001429	Adenosine triphosphate	ADP	Not Available	Hexokinase (D-Mannose:ATP)	VMH	30371894
MMDBr0002519	Inosine triphosphate	Hydrogen Ion	Hexokinase 1	Hexokinase	VMH	30371894
MMDBr0002520	Deoxyadenosine triphosphate	dADP	Hexokinase 1	Hexokinase	VMH	30371894
MMDBr0006951	D-Mannose	Mannose 6-phosphate	Not Available	D-mannose transport via PEP:Pyr PTS	VMH	30371894
MMDBr0007484	Mannose 6-phosphate	Fructose 6-phosphate	Not Available	Mannose-6-Phosphate Isomerase	VMH	30371894
MMDBr0007530	D-Mannose 1-phosphate	Mannose 6-phosphate	Not Available	Phosphomannomutase	VMH	30371894
MMDBr0007897	Mannose 6-phosphate	Mannose 6-phosphate	Not Available	Mannose-6-phosphate transport via phosphate antiport	VMH	30371894
MMDBr0019358	Water	Glyceric acid	Mannosylglycerate hydrolase	Hydrolysis of bond	PathBank	31602464
MMDBr0019481	D-Mannose	Hydrogen Ion	Hexokinase-1	Phosphorylation	PathBank	31602464
MMDBr0019482	Mannose 6-phosphate	beta-D-Fructose 6-phosphate	Mannose-6-phosphate isomerase	Isomerization	PathBank	31602464
MMDBr0019483	Mannose 6-phosphate	D-Mannose 1-phosphate	Phosphomannomutase	Transfers of a phosphate group; Isomerization	PathBank	31602464

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	217	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	387	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle ; Human stool	Metabolic reconstruction
Bacteria	Actinobacteria	113	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	126	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human subgingival plaque; Human supragingival plaque; Human urine	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Fusobacteria	11	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	3	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Fibroblasts	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Prostate	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050

External Links

HMDB ID

HMDB0001078

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022411

KNApSAcK ID

Not Available

Chemspider ID

388338

KEGG Compound ID

C00275

BioCyc ID

Not Available

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

49728

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ullrich K, Basner R, Gieselmann V, Von Figura K: Recognition of human urine alpha-N-acetylglucosaminidase by rat hepatocytes. Involvement of receptors specific for galactose, mannose 6-phosphate and mannose. Biochem J. 1979 May 15;180(2):413-9. doi: 10.1042/bj1800413. [PubMed:114170 ]
Kaplan A, Fischer D, Achord D, Sly W: Phosphohexosyl recognition is a general characteristic of pinocytosis of lysosomal glycosidases by human fibroblasts. J Clin Invest. 1977 Nov;60(5):1088-93. doi: 10.1172/JCI108860. [PubMed:908752 ]
van der Ploeg AT, van der Kraaij AM, Willemsen R, Kroos MA, Loonen MC, Koster JF, Reuser AJ: Rat heart perfusion as model system for enzyme replacement therapy in glycogenosis type II. Pediatr Res. 1990 Oct;28(4):344-7. doi: 10.1203/00006450-199010000-00009. [PubMed:2235132 ]
Maguchi S, Taniguchi N, Makita A: Elevated activity and increased mannose-6-phosphate in the carbohydrate moiety of cathepsin D from human hepatoma. Cancer Res. 1988 Jan 15;48(2):362-7. [PubMed:2825973 ]
Lobel P, Dahms NM, Breitmeyer J, Chirgwin JM, Kornfeld S: Cloning of the bovine 215-kDa cation-independent mannose 6-phosphate receptor. Proc Natl Acad Sci U S A. 1987 Apr;84(8):2233-7. doi: 10.1073/pnas.84.8.2233. [PubMed:2951738 ]
Yatziv S, Barfi G, Newburg DS: Lysosomal hydrolases in blood-derived macrophages of patients with I-cell disease. J Lab Clin Med. 1986 Oct;108(4):365-8. [PubMed:3093618 ]
Sleat DE, Sohar I, Lackland H, Majercak J, Lobel P: Rat brain contains high levels of mannose-6-phosphorylated glycoproteins including lysosomal enzymes and palmitoyl-protein thioesterase, an enzyme implicated in infantile neuronal lipofuscinosis. J Biol Chem. 1996 Aug 9;271(32):19191-8. doi: 10.1074/jbc.271.32.19191. [PubMed:8702598 ]
Beljaars L, Molema G, Weert B, Bonnema H, Olinga P, Groothuis GM, Meijer DK, Poelstra K: Albumin modified with mannose 6-phosphate: A potential carrier for selective delivery of antifibrotic drugs to rat and human hepatic stellate cells. Hepatology. 1999 May;29(5):1486-93. doi: 10.1002/hep.510290526. [PubMed:10216133 ]
Holtta-Vuori M, Maatta J, Ullrich O, Kuismanen E, Ikonen E: Mobilization of late-endosomal cholesterol is inhibited by Rab guanine nucleotide dissociation inhibitor. Curr Biol. 2000 Jan 27;10(2):95-8. [PubMed:10662671 ]
Saris JJ, Derkx FH, De Bruin RJ, Dekkers DH, Lamers JM, Saxena PR, Schalekamp MA, Jan Danser AH: High-affinity prorenin binding to cardiac man-6-P/IGF-II receptors precedes proteolytic activation to renin. Am J Physiol Heart Circ Physiol. 2001 Apr;280(4):H1706-15. doi: 10.1152/ajpheart.2001.280.4.H1706. [PubMed:11247783 ]
Davis JA, Wu XH, Wang L, DeRossi C, Westphal V, Wu R, Alton G, Srikrishna G, Freeze HH: Molecular cloning, gene organization, and expression of mouse Mpi encoding phosphomannose isomerase. Glycobiology. 2002 Jul;12(7):435-42. doi: 10.1093/glycob/cwf060. [PubMed:12122025 ]
Puolakkainen M, Kuo CC, Campbell LA: Chlamydia pneumoniae uses the mannose 6-phosphate/insulin-like growth factor 2 receptor for infection of endothelial cells. Infect Immun. 2005 Aug;73(8):4620-5. doi: 10.1128/IAI.73.8.4620-4625.2005. [PubMed:16040974 ]
Tiede S, Muschol N, Reutter G, Cantz M, Ullrich K, Braulke T: Missense mutations in N-acetylglucosamine-1-phosphotransferase alpha/beta subunit gene in a patient with mucolipidosis III and a mild clinical phenotype. Am J Med Genet A. 2005 Sep 1;137A(3):235-40. doi: 10.1002/ajmg.a.30868. [PubMed:16094673 ]
Bird CH, Sun J, Ung K, Karambalis D, Whisstock JC, Trapani JA, Bird PI: Cationic sites on granzyme B contribute to cytotoxicity by promoting its uptake into target cells. Mol Cell Biol. 2005 Sep;25(17):7854-67. doi: 10.1128/MCB.25.17.7854-7867.2005. [PubMed:16107729 ]
DeRossi C, Bode L, Eklund EA, Zhang F, Davis JA, Westphal V, Wang L, Borowsky AD, Freeze HH: Ablation of mouse phosphomannose isomerase (Mpi) causes mannose 6-phosphate accumulation, toxicity, and embryonic lethality. J Biol Chem. 2006 Mar 3;281(9):5916-27. doi: 10.1074/jbc.M511982200. Epub 2005 Dec 8. [PubMed:16339137 ]
Adrian JE, Poelstra K, Scherphof GL, Molema G, Meijer DK, Reker-Smit C, Morselt HW, Kamps JA: Interaction of targeted liposomes with primary cultured hepatic stellate cells: Involvement of multiple receptor systems. J Hepatol. 2006 Mar;44(3):560-7. doi: 10.1016/j.jhep.2005.08.027. Epub 2005 Oct 19. [PubMed:16368158 ]
Harper J, Burns JL, Foulstone EJ, Pignatelli M, Zaina S, Hassan AB: Soluble IGF2 receptor rescues Apc(Min/+) intestinal adenoma progression induced by Igf2 loss of imprinting. Cancer Res. 2006 Feb 15;66(4):1940-8. doi: 10.1158/0008-5472.CAN-05-2036. [PubMed:16488992 ]
Sleat DE, Wang Y, Sohar I, Lackland H, Li Y, Li H, Zheng H, Lobel P: Identification and validation of mannose 6-phosphate glycoproteins in human plasma reveal a wide range of lysosomal and non-lysosomal proteins. Mol Cell Proteomics. 2006 Oct;5(10):1942-56. doi: 10.1074/mcp.M600030-MCP200. Epub 2006 May 17. [PubMed:16709564 ]
Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]

Showing metabocard for Mannose 6-phosphate (MMDBc0029546)

MOL for #<Metabolite:0x000055d249471c08>

3D MOL for #<Metabolite:0x000055d249471c08>

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3D-SDF for #<Metabolite:0x000055d249471c08>

PDB for #<Metabolite:0x000055d249471c08>

3D PDB for #<Metabolite:0x000055d249471c08>

SMILES for #<Metabolite:0x000055d249471c08>

INCHI for #<Metabolite:0x000055d249471c08>

Structure for #<Metabolite:0x000055d249471c08>

3D Structure for #<Metabolite:0x000055d249471c08>