MiMeDB: Showing metabocard for 2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate (MMDBc0031140)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-18 00:36:52 UTC

Update Date

2022-08-31 17:58:46 UTC

MiMeDB ID

MMDBc0031140

Metabolite Identification

Common Name

2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate

Description

2-O-(6-phospho-alpha-D-mannosyl)-D-glycerate is a substrate for 2-O-(6-phospho-alpha-D-mannosyl)-D-glycerate acylhydrolase. The enzyme participates in the mannosylglycerate degradation pathway of some bacteria. Mannosylglycerate is phosphorylated during transport into the cell, and the phosphorylated form is hydrolysed by this enzyme. It is involved in 2-O-alpha-mannosyl-D-glycerate degradation.

Structure

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

HMDB0012152
     RDKit          3D
2-O-(6-Phospho-alpha-mannosyl)-D-glycerate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -3.9055   -0.7913    2.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1193   -0.0161    1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4624    0.1755    0.9139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    0.6643    0.4708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3950    2.1200    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    2.8261   -0.3649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    0.3063    0.9385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9350   -0.3393    0.1893 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2091    0.4086   -0.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -0.3306    0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6025    0.4797    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612    1.0369   -1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3229    1.9008   -0.9436 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2328    1.0316   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    3.3552   -0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0594    2.1227   -2.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -1.5688   -0.6528 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6548   -2.1551   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3093   -2.5005   -0.1968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3139   -3.1619   -1.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -1.7404    0.6626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8953   -2.4226    0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9553    0.9345    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396    0.3157   -0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3904    2.2520   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4306    2.6162    1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    3.7436   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150   -0.4709   -0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -0.6748    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340   -0.1855    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    1.2852    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    4.0516   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6034    1.3450   -2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849   -1.3145   -1.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -2.7395    0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190   -3.2537    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628   -4.1393   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.7989    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -3.3676    0.3763 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
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  8  1  0
  3 23  1  0
  4 24  1  6
  5 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  6
 10 29  1  1
 11 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 18 35  1  0
 19 36  1  1
 20 37  1  0
 21 38  1  1
 22 39  1  0
M  END


  Mrv0541 02241203472D          

 22 22  0  0  1  0            999 V2000
    8.6674  -14.4794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9662  -14.0669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2649  -14.4794    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.2649  -15.3044    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9662  -15.7169    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.6674  -15.3044    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9662  -13.2419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7087  -12.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4099  -13.2419    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1112  -12.8294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8124  -13.2419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4099  -14.0669    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7087  -12.0044    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224  -15.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224  -14.0669    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9662  -16.5419    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4099  -15.7169    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8212  -14.4382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962  -14.4382    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962  -13.6132    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1712  -14.4382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9962  -15.2632    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  9 12  1  1  0  0  0
  8 13  2  0  0  0  0
  1  2  1  0  0  0  0
  7  8  1  0  0  0  0
  2  3  1  0  0  0  0
  1 12  1  6  0  0  0
  8  9  1  0  0  0  0
  4 14  1  6  0  0  0
  3  4  1  0  0  0  0
  3 15  1  1  0  0  0
  9 10  1  0  0  0  0
  5 16  1  1  0  0  0
  4  5  1  0  0  0  0
  6 17  1  1  0  0  0
 10 11  1  0  0  0  0
 15 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0031140

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H17O12P/c10-1-3(8(14)15)20-9-7(13)6(12)5(11)4(21-9)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/t3-,4-,5-,6+,7+,9+/m1/s1

> <INCHI_KEY>
BOLXAGHGKNGVBE-MTXRGOKVSA-N

> <FORMULA>
C9H17O12P

> <MOLECULAR_WEIGHT>
348.1978

> <EXACT_MASS>
348.04576252

> <JCHEM_ACCEPTOR_COUNT>
11

> <JCHEM_AVERAGE_POLARIZABILITY>
28.116539287168486

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
7

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-3-hydroxy-2-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}propanoic acid

> <ALOGPS_LOGP>
-2.41

> <JCHEM_LOGP>
-3.4131411616666667

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.3481191831666854

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2186389178062718

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0496705103610067

> <JCHEM_POLAR_SURFACE_AREA>
203.43999999999997

> <JCHEM_REFRACTIVITY>
63.6697

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.84e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-hydroxy-2-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012152
     RDKit          3D
2-O-(6-Phospho-alpha-mannosyl)-D-glycerate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -3.9055   -0.7913    2.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1193   -0.0161    1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4624    0.1755    0.9139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    0.6643    0.4708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3950    2.1200    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    2.8261   -0.3649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    0.3063    0.9385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9350   -0.3393    0.1893 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2091    0.4086   -0.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -0.3306    0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6025    0.4797    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612    1.0369   -1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3229    1.9008   -0.9436 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2328    1.0316   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    3.3552   -0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0594    2.1227   -2.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -1.5688   -0.6528 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6548   -2.1551   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3093   -2.5005   -0.1968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3139   -3.1619   -1.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -1.7404    0.6626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8953   -2.4226    0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9553    0.9345    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396    0.3157   -0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3904    2.2520   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4306    2.6162    1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    3.7436   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150   -0.4709   -0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -0.6748    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340   -0.1855    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    1.2852    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    4.0516   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6034    1.3450   -2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849   -1.3145   -1.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -2.7395    0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190   -3.2537    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628   -4.1393   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.7989    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -3.3676    0.3763 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
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  8  1  0
  3 23  1  0
  4 24  1  6
  5 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  6
 10 29  1  1
 11 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 18 35  1  0
 19 36  1  1
 20 37  1  0
 21 38  1  1
 22 39  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      16.179 -27.028   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      14.870 -26.258   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      13.561 -27.028   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.561 -28.568   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.870 -29.338   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.179 -28.568   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      14.870 -24.718   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      16.256 -23.948   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.565 -24.718   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.874 -23.948   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      20.183 -24.718   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      17.565 -26.258   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      16.256 -22.408   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      12.175 -29.338   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      12.175 -26.258   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      14.870 -30.878   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      17.565 -29.338   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.866 -26.951   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0       9.326 -26.951   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0       9.326 -25.411   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       7.786 -26.951   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       9.326 -28.491   0.000  0.00  0.00           O+0
CONECT    1    6    2   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   15                                                  
CONECT    4   14    3    5                                                  
CONECT    5    6   16    4                                                  
CONECT    6    5    1   17                                                  
CONECT    7    8                                                            
CONECT    8   13    7    9                                                  
CONECT    9   12    8   10                                                  
CONECT   10    9   11                                                       
CONECT   11   10                                                            
CONECT   12    9    1                                                       
CONECT   13    8                                                            
CONECT   14    4                                                            
CONECT   15    3   18                                                       
CONECT   16    5                                                            
CONECT   17    6                                                            
CONECT   18   15   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0012152
HETATM    1  O1  UNL     1      -3.906  -0.791   2.210  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.119  -0.016   1.239  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.462   0.175   0.914  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.045   0.664   0.471  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.395   2.120   0.435  1.00  0.00           C  
HETATM    6  O3  UNL     1      -2.489   2.826  -0.365  1.00  0.00           O  
HETATM    7  O4  UNL     1      -1.857   0.306   0.938  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.935  -0.339   0.189  1.00  0.00           C  
HETATM    9  O5  UNL     1       0.209   0.409  -0.083  1.00  0.00           O  
HETATM   10  C5  UNL     1       1.338  -0.331   0.214  1.00  0.00           C  
HETATM   11  C6  UNL     1       2.602   0.480   0.141  1.00  0.00           C  
HETATM   12  O6  UNL     1       2.861   1.037  -1.086  1.00  0.00           O  
HETATM   13  P1  UNL     1       4.323   1.901  -0.944  1.00  0.00           P  
HETATM   14  O7  UNL     1       5.233   1.032  -0.070  1.00  0.00           O  
HETATM   15  O8  UNL     1       4.088   3.355  -0.124  1.00  0.00           O  
HETATM   16  O9  UNL     1       5.059   2.123  -2.437  1.00  0.00           O  
HETATM   17  C7  UNL     1       1.403  -1.569  -0.653  1.00  0.00           C  
HETATM   18  O10 UNL     1       2.655  -2.155  -0.651  1.00  0.00           O  
HETATM   19  C8  UNL     1       0.309  -2.501  -0.197  1.00  0.00           C  
HETATM   20  O11 UNL     1      -0.314  -3.162  -1.253  1.00  0.00           O  
HETATM   21  C9  UNL     1      -0.653  -1.740   0.663  1.00  0.00           C  
HETATM   22  O12 UNL     1      -1.895  -2.423   0.580  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.955   0.934   1.406  1.00  0.00           H  
HETATM   24  H2  UNL     1      -3.140   0.316  -0.581  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.390   2.252  -0.039  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.431   2.616   1.404  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.770   3.744  -0.537  1.00  0.00           H  
HETATM   28  H6  UNL     1      -1.415  -0.471  -0.826  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.250  -0.675   1.267  1.00  0.00           H  
HETATM   30  H8  UNL     1       3.434  -0.186   0.497  1.00  0.00           H  
HETATM   31  H9  UNL     1       2.524   1.285   0.890  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.681   4.052  -0.715  1.00  0.00           H  
HETATM   33  H11 UNL     1       5.603   1.345  -2.718  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.185  -1.315  -1.729  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.805  -2.740   0.143  1.00  0.00           H  
HETATM   36  H14 UNL     1       0.819  -3.254   0.471  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.063  -4.139  -1.209  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.373  -1.799   1.730  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.774  -3.368   0.376  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5    7   24
CONECT    5    6   25   26
CONECT    6   27
CONECT    7    8
CONECT    8    9   21   28
CONECT    9   10
CONECT   10   11   17   29
CONECT   11   12   30   31
CONECT   12   13
CONECT   13   14   14   15   16
CONECT   15   32
CONECT   16   33
CONECT   17   18   19   34
CONECT   18   35
CONECT   19   20   21   36
CONECT   20   37
CONECT   21   22   38
CONECT   22   39
END

HMDB0012152
     RDKit          3D
2-O-(6-Phospho-alpha-mannosyl)-D-glycerate
 39 39  0  0  0  0  0  0  0  0999 V2000
   -3.9055   -0.7913    2.2101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1193   -0.0161    1.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4624    0.1755    0.9139 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0453    0.6643    0.4708 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3950    2.1200    0.4351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4895    2.8261   -0.3649 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8573    0.3063    0.9385 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9350   -0.3393    0.1893 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2091    0.4086   -0.0831 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -0.3306    0.2135 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.6025    0.4797    0.1409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8612    1.0369   -1.0863 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3229    1.9008   -0.9436 P   0  0  0  0  0  5  0  0  0  0  0  0
    5.2328    1.0316   -0.0705 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0877    3.3552   -0.1239 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0594    2.1227   -2.4373 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4032   -1.5688   -0.6528 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6548   -2.1551   -0.6514 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3093   -2.5005   -0.1968 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3139   -3.1619   -1.2531 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6534   -1.7404    0.6626 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8953   -2.4226    0.5796 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9553    0.9345    1.4062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1396    0.3157   -0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3904    2.2520   -0.0385 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4306    2.6162    1.4036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7703    3.7436   -0.5368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4150   -0.4709   -0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -0.6748    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4340   -0.1855    0.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5239    1.2852    0.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6810    4.0516   -0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6034    1.3450   -2.7183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1849   -1.3145   -1.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8051   -2.7395    0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8190   -3.2537    0.4709 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0628   -4.1393   -1.2090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3731   -1.7989    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7738   -3.3676    0.3763 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
  4  5  1  0
  5  6  1  0
  4  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 13 16  1  0
 10 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21  8  1  0
  3 23  1  0
  4 24  1  6
  5 25  1  0
  5 26  1  0
  6 27  1  0
  8 28  1  6
 10 29  1  1
 11 30  1  0
 11 31  1  0
 15 32  1  0
 16 33  1  0
 17 34  1  6
 18 35  1  0
 19 36  1  1
 20 37  1  0
 21 38  1  1
 22 39  1  0
M  END

Synonyms

Value	Source
2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate	Kegg
2-O-(6-Phospho-a-D-mannosyl)-D-glycerate	Generator
2-O-(6-Phospho-a-D-mannosyl)-D-glyceric acid	Generator
2-O-(6-Phospho-alpha-D-mannosyl)-D-glyceric acid	Generator
2-O-(6-Phospho-α-D-mannosyl)-D-glycerate	Generator
2-O-(6-Phospho-α-D-mannosyl)-D-glyceric acid	Generator
2-O-(6-Phospho-a-mannosyl)-D-glycerate	Generator
2-O-(6-Phospho-a-mannosyl)-D-glyceric acid	Generator
2-O-(6-Phospho-alpha-mannosyl)-D-glyceric acid	Generator
2-O-(6-Phospho-α-mannosyl)-D-glycerate	Generator
2-O-(6-Phospho-α-mannosyl)-D-glyceric acid	Generator
2-O-(6-phospho-alpha-Mannosyl)-delta-glycerate	HMDB
2-O-(6-phospho-alpha-Mannosyl)-delta-glyceric acid	HMDB

Chemical Formula

C₉H₁₇O₁₂P

Average Molecular Weight

348.1978

Monoisotopic Molecular Weight

348.04576252

IUPAC Name

(2R)-3-hydroxy-2-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}propanoic acid

Traditional Name

(2R)-3-hydroxy-2-{[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[(phosphonooxy)methyl]oxan-2-yl]oxy}propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H17O12P/c10-1-3(8(14)15)20-9-7(13)6(12)5(11)4(21-9)2-19-22(16,17)18/h3-7,9-13H,1-2H2,(H,14,15)(H2,16,17,18)/t3-,4-,5-,6+,7+,9+/m1/s1

InChI Key

BOLXAGHGKNGVBE-MTXRGOKVSA-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
Fatty acyl glycoside
Fatty acyl glycoside of mono- or disaccharide
Glycosyl compound
O-glycosyl compound
Monosaccharide phosphate
Beta-hydroxy acid
Monoalkyl phosphate
Glyceric_acid
Sugar acid
Alkyl phosphate
Fatty acyl
Hydroxy acid
Organic phosphoric acid derivative
Oxane
Phosphoric acid ester
Secondary alcohol
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Acetal
Oxacycle
Carboxylic acid
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Primary alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:61001 )
carbohydrate acid derivative (CHEBI:61001 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	28.4 g/L	ALOGPS
logP	-2.4	ALOGPS
logP	-3.4	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	1.22	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	11	ChemAxon
Hydrogen Donor Count	7	ChemAxon
Polar Surface Area	203.44 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	63.67 m³·mol⁻¹	ChemAxon
Polarizability	28.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	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	splash10-03ea-9624000000-b2eb9ad809dfb1614adc	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-00di-3530239000-c31601470a21a35a479d	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_3_8) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_8) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_12) - 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 GC-MS	Predicted GC-MS Spectrum - GC-MS ("2-O-(6-Phospho-alpha-mannosyl)-D-glycerate,3TBDMS,#8" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-053j-9437000000-c5fa5dddffe828fd1b0e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-052r-9310000000-ada2af57904347782db9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4r-9600000000-d6cbf6642be6233baf9b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-054t-9324000000-66e5bfc65619e1fbc660	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-fff4af92a3b80c0f63c9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-4927cd7fdf9692a12431	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-1391000000-9b1fea4aa36b2edf8641	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01pa-9620000000-e994296d32e32ffdaeb4	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05fs-9300000000-c68a692330ed21620ab7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9011000000-4784bc2eb78346de6c49	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-9010000000-ea3e1896d17fa5092d85	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-849c1c60f1e41f399334	2021-09-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
	Proteobacteria	1	Human	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details

Host Biospecimen and Location

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

External Links

HMDB ID

HMDB0012152

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028809

KNApSAcK ID

Not Available

Chemspider ID

26332075

KEGG Compound ID

C16699

BioCyc ID

CPD0-1063

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24892815

PDB ID

Not Available

ChEBI ID

61001

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ryu J, Kanapathipillai M, Lentzen G, Park CB: Inhibition of beta-amyloid peptide aggregation and neurotoxicity by alpha-d-mannosylglycerate, a natural extremolyte. Peptides. 2008 Apr;29(4):578-84. doi: 10.1016/j.peptides.2007.12.014. Epub 2008 Jan 9. [PubMed:18304694 ]

Showing metabocard for 2-O-(6-Phospho-alpha-D-mannosyl)-D-glycerate (MMDBc0031140)

MOL for #<Metabolite:0x000055b76dc94bc0>

3D MOL for #<Metabolite:0x000055b76dc94bc0>

3D SDF for #<Metabolite:0x000055b76dc94bc0>

3D-SDF for #<Metabolite:0x000055b76dc94bc0>

PDB for #<Metabolite:0x000055b76dc94bc0>

3D PDB for #<Metabolite:0x000055b76dc94bc0>

SMILES for #<Metabolite:0x000055b76dc94bc0>

INCHI for #<Metabolite:0x000055b76dc94bc0>

Structure for #<Metabolite:0x000055b76dc94bc0>

3D Structure for #<Metabolite:0x000055b76dc94bc0>