MiMeDB: Showing metabocard for 3-O-(6-O-alpha-D-xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose (MMDBc0055397)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-17 19:51:02 UTC

Update Date

2022-08-12 20:09:21 UTC

Metabolite ID

MMDBc0055397

Metabolite Identification

Common Name

3-O-(6-O-alpha-D-xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose

Description

3-O-(6-O-alpha-D-xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose(1-) belongs to the class of organic compounds known as disaccharide phosphates. These are disaccharides carrying one or more phosphate group on a sugar unit. Based on a literature review very few articles have been published on 3-O-(6-O-alpha-D-xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose(1-).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652306172221512D          

 50 52  0  0  1  0            999 V2000
   -6.2684   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7309   -2.9980    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0809   -1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3184   -2.2836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0309   -2.9980    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7309   -1.5691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0809   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5559   -1.5691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7934   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2059   -2.9980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2059   -4.4270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6336   -3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9684   -2.2836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6809   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934   -2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4434   -2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -0.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -5.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -5.1414    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7954   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0309   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -4.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -4.4270    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8559   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -2.2836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.2836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8546    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -4.4270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -1.5691    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  6  0  0  0
  6  3  1  1  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18  1  1  0  0  0  0
  4 19  1  6  0  0  0
  7 20  1  6  0  0  0
  8 21  1  6  0  0  0
  9 22  1  1  0  0  0
 10 23  1  6  0  0  0
 11 24  1  6  0  0  0
 12 25  1  1  0  0  0
 13 26  1  6  0  0  0
 15 27  1  1  0  0  0
 30  2  1  0  0  0  0
 30 16  1  0  0  0  0
 31  3  1  0  0  0  0
 32  5  1  0  0  0  0
 32 15  1  0  0  0  0
 33  6  1  0  0  0  0
 33 17  1  0  0  0  0
 14 34  1  1  0  0  0
 17 34  1  6  0  0  0
 16 35  1  6  0  0  0
 36 28  1  0  0  0  0
 36 29  2  0  0  0  0
 36 31  1  0  0  0  0
 36 35  1  0  0  0  0
  4 37  1  1  0  0  0
  5 38  1  1  0  0  0
  6 39  1  6  0  0  0
  7 40  1  6  0  0  0
  8 41  1  1  0  0  0
  9 42  1  6  0  0  0
 10 43  1  6  0  0  0
 11 44  1  1  0  0  0
 12 45  1  6  0  0  0
 13 46  1  1  0  0  0
 14 47  1  1  0  0  0
 15 48  1  6  0  0  0
 16 49  1  1  0  0  0
 17 50  1  1  0  0  0
M  CHG  1  28  -1
M  END


  Mrv1652306172221512D          

 50 52  0  0  1  0            999 V2000
   -6.2684   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -1.5395    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4434   -3.7125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7309   -2.9980    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0809   -1.9520    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.3184   -2.2836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0309   -2.9980    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7309   -1.5691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0809   -2.7770    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5559   -1.5691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7934   -3.7125    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2059   -2.9980    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.2059   -4.4270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.6336   -3.1895    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.9684   -2.2836    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6809   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934   -2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4434   -2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3184   -0.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7954   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -0.8546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9684   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -5.1414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -5.1414    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.7954   -4.8395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -2.7770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4934   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0309   -4.4270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -2.9980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7934   -2.2836    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -4.0145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -4.4270    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -1.1270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8559   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336   -2.3645    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9059   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -2.2836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.2836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0809   -3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8546    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6184   -3.7125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -4.4270    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3480   -3.6020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -1.5691    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  4  2  1  0  0  0  0
  5  1  1  6  0  0  0
  6  3  1  1  0  0  0
  7  4  1  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
 10  8  1  0  0  0  0
 11  7  1  0  0  0  0
 12 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 18  1  1  0  0  0  0
  4 19  1  6  0  0  0
  7 20  1  6  0  0  0
  8 21  1  6  0  0  0
  9 22  1  1  0  0  0
 10 23  1  6  0  0  0
 11 24  1  6  0  0  0
 12 25  1  1  0  0  0
 13 26  1  6  0  0  0
 15 27  1  1  0  0  0
 30  2  1  0  0  0  0
 30 16  1  0  0  0  0
 31  3  1  0  0  0  0
 32  5  1  0  0  0  0
 32 15  1  0  0  0  0
 33  6  1  0  0  0  0
 33 17  1  0  0  0  0
 14 34  1  1  0  0  0
 17 34  1  6  0  0  0
 16 35  1  6  0  0  0
 36 28  1  0  0  0  0
 36 29  2  0  0  0  0
 36 31  1  0  0  0  0
 36 35  1  0  0  0  0
  4 37  1  1  0  0  0
  5 38  1  1  0  0  0
  6 39  1  6  0  0  0
  7 40  1  6  0  0  0
  8 41  1  1  0  0  0
  9 42  1  6  0  0  0
 10 43  1  6  0  0  0
 11 44  1  1  0  0  0
 12 45  1  6  0  0  0
 13 46  1  1  0  0  0
 14 47  1  1  0  0  0
 15 48  1  6  0  0  0
 16 49  1  1  0  0  0
 17 50  1  1  0  0  0
M  CHG  1  28  -1
M  END
> <DATABASE_ID>
MMDBc0055397

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@@]1(O)CO[C@]([H])(OP([O-])(=O)OC[C@@]2([H])O[C@]([H])(O[C@]3([H])[C@]([H])(O)[C@@]([H])(O)O[C@]([H])(CO)[C@@]3([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C17H31O18P/c18-1-5-9(22)14(13(26)15(27)32-5)34-17-12(25)10(23)8(21)6(33-17)3-31-36(28,29)35-16-11(24)7(20)4(19)2-30-16/h4-27H,1-3H2,(H,28,29)/p-1/t4-,5-,6-,7+,8-,9-,10+,11-,12+,13+,14+,15+,16-,17-/m1/s1

> <INCHI_KEY>
VKSIIEJIUCAGDU-INGYFCGZSA-M

> <FORMULA>
C17H30O18P

> <MOLECULAR_WEIGHT>
553.383

> <EXACT_MASS>
553.117524704

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
47.602523803274075

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
-1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-{[(2S,3S,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-2-yl]methyl (2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl phosphate

> <JCHEM_LOGP>
-6.232607379666666

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.221621782339456

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5917759789016301

> <JCHEM_PKA_STRONGEST_BASIC>
-3.655236657305853

> <JCHEM_POLAR_SURFACE_AREA>
297.81000000000006

> <JCHEM_REFRACTIVITY>
104.2698

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-{[(2S,3S,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-2-yl]methyl (2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl phosphate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-JUN-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-JUN-22         0                                  
HETATM    1  C   UNK     0     -11.701  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.516  -3.644   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.461  -6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.183  -2.874   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.161  -6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.231  -5.596   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.151  -3.644   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.461  -4.263   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.391  -5.596   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.231  -2.929   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.151  -5.184   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.771  -2.929   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -7.081  -6.930   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.851  -5.596   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.851  -8.264   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.183  -5.954   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.541  -4.263   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0     -12.471  -8.264   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       1.183  -1.334   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -1.485  -2.874   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -0.921  -4.263   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0     -10.161  -4.263   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.461  -1.595   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.485  -5.954   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.541  -1.595   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -5.541  -6.930   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -7.081  -9.597   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.619  -9.597   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0      -1.485  -9.034   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.516  -5.184   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      -0.921  -6.930   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      -9.391  -8.264   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      -4.771  -5.596   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -7.081  -4.263   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.183  -7.494   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      -0.151  -8.264   0.000  0.00  0.00           P+0
HETATM   37  H   UNK     0      -0.151  -2.104   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0     -10.931  -5.596   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      -4.001  -6.930   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.183  -4.414   0.000  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.691  -5.596   0.000  0.00  0.00           H+0
HETATM   42  H   UNK     0      -8.621  -4.263   0.000  0.00  0.00           H+0
HETATM   43  H   UNK     0      -4.001  -4.263   0.000  0.00  0.00           H+0
HETATM   44  H   UNK     0      -0.151  -6.724   0.000  0.00  0.00           H+0
HETATM   45  H   UNK     0      -4.001  -1.595   0.000  0.00  0.00           H+0
HETATM   46  H   UNK     0      -6.311  -5.596   0.000  0.00  0.00           H+0
HETATM   47  H   UNK     0      -8.621  -6.930   0.000  0.00  0.00           H+0
HETATM   48  H   UNK     0      -6.311  -8.264   0.000  0.00  0.00           H+0
HETATM   49  H   UNK     0       2.516  -6.724   0.000  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.311  -2.929   0.000  0.00  0.00           H+0
CONECT    1    5   18                                                       
CONECT    2    4   30                                                       
CONECT    3    6   31                                                       
CONECT    4    2    7   19   37                                             
CONECT    5    1    9   32   38                                             
CONECT    6    3    8   33   39                                             
CONECT    7    4   11   20   40                                             
CONECT    8    6   10   21   41                                             
CONECT    9    5   14   22   42                                             
CONECT   10    8   12   23   43                                             
CONECT   11    7   16   24   44                                             
CONECT   12   10   17   25   45                                             
CONECT   13   14   15   26   46                                             
CONECT   14    9   13   34   47                                             
CONECT   15   13   27   32   48                                             
CONECT   16   11   30   35   49                                             
CONECT   17   12   33   34   50                                             
CONECT   18    1                                                            
CONECT   19    4                                                            
CONECT   20    7                                                            
CONECT   21    8                                                            
CONECT   22    9                                                            
CONECT   23   10                                                            
CONECT   24   11                                                            
CONECT   25   12                                                            
CONECT   26   13                                                            
CONECT   27   15                                                            
CONECT   28   36                                                            
CONECT   29   36                                                            
CONECT   30    2   16                                                       
CONECT   31    3   36                                                       
CONECT   32    5   15                                                       
CONECT   33    6   17                                                       
CONECT   34   14   17                                                       
CONECT   35   16   36                                                       
CONECT   36   28   29   31   35                                             
CONECT   37    4                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    7                                                            
CONECT   41    8                                                            
CONECT   42    9                                                            
CONECT   43   10                                                            
CONECT   44   11                                                            
CONECT   45   12                                                            
CONECT   46   13                                                            
CONECT   47   14                                                            
CONECT   48   15                                                            
CONECT   49   16                                                            
CONECT   50   17                                                            
MASTER        0    0    0    0    0    0    0    0   50    0  104    0
END

Synonyms

Value	Source
3-O-(6-O-alpha-D-Xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose	ChEBI
3-O-(6-O-alpha-D-Xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose anion	ChEBI
3-O-(6-O-a-D-Xylosylphospho-a-D-mannopyranosyl)-a-D-mannopyranose	Generator
3-O-(6-O-Α-D-xylosylphospho-α-D-mannopyranosyl)-α-D-mannopyranose	Generator
3-O-(6-O-a-D-Xylosylphospho-a-D-mannopyranosyl)-a-D-mannopyranose anion	Generator
3-O-(6-O-Α-D-xylosylphospho-α-D-mannopyranosyl)-α-D-mannopyranose anion	Generator
3-O-(6-O-a-D-Xylosylphospho-a-D-mannopyranosyl)-a-D-mannopyranose(1-)	Generator
3-O-(6-O-Α-D-xylosylphospho-α-D-mannopyranosyl)-α-D-mannopyranose(1-)	Generator

Molecular Formula

C₁₇H₃₀O₁₈P

Average Mass

553.383

Monoisotopic Mass

553.117524704

IUPAC Name

[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-{[(2S,3S,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-2-yl]methyl (2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl phosphate

Traditional Name

[(2R,3S,4S,5S,6R)-3,4,5-trihydroxy-6-{[(2S,3S,4S,5R,6R)-2,3,5-trihydroxy-6-(hydroxymethyl)oxan-4-yl]oxy}oxan-2-yl]methyl (2R,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl phosphate

CAS Registry Number

Not Available

SMILES

[H][C@@]1(O)CO[C@]([H])(OP([O-])(=O)OC[C@@]2([H])O[C@]([H])(O[C@]3([H])[C@]([H])(O)[C@@]([H])(O)O[C@]([H])(CO)[C@@]3([H])O)[C@@]([H])(O)[C@@]([H])(O)[C@]2([H])O)[C@]([H])(O)[C@@]1([H])O

InChI Identifier

InChI=1S/C17H31O18P/c18-1-5-9(22)14(13(26)15(27)32-5)34-17-12(25)10(23)8(21)6(33-17)3-31-36(28,29)35-16-11(24)7(20)4(19)2-30-16/h4-27H,1-3H2,(H,28,29)/p-1/t4-,5-,6-,7+,8-,9-,10+,11-,12+,13+,14+,15+,16-,17-/m1/s1

InChI Key

VKSIIEJIUCAGDU-INGYFCGZSA-M

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as disaccharide phosphates. These are disaccharides carrying one or more phosphate group on a sugar unit.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Disaccharide phosphates

Alternative Parents

Substituents

Disaccharide phosphate
Glycosyl compound
O-glycosyl compound
Dialkyl phosphate
Organic phosphoric acid derivative
Alkyl phosphate
Oxane
Phosphoric acid ester
Hemiacetal
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Organic oxide
Organic anion
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

organophosphate oxoanion (CHEBI:61665 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
logP	-6.2	ChemAxon
pKa (Strongest Acidic)	1.59	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	297.81 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	104.27 m³·mol⁻¹	ChemAxon
Polarizability	47.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Eukaryota/Fungi	Basidiomycota	4

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

26332315

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

49859673

PDB ID

Not Available

ChEBI ID

61665

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for 3-O-(6-O-alpha-D-xylosylphospho-alpha-D-mannopyranosyl)-alpha-D-mannopyranose (MMDBc0055397)

MOL for #<Metabolite:0x00007feca952e4a8>

3D MOL for #<Metabolite:0x00007feca952e4a8>

3D SDF for #<Metabolite:0x00007feca952e4a8>

3D-SDF for #<Metabolite:0x00007feca952e4a8>

PDB for #<Metabolite:0x00007feca952e4a8>

3D PDB for #<Metabolite:0x00007feca952e4a8>

SMILES for #<Metabolite:0x00007feca952e4a8>

INCHI for #<Metabolite:0x00007feca952e4a8>

Structure for #<Metabolite:0x00007feca952e4a8>

3D Structure for #<Metabolite:0x00007feca952e4a8>