MiMeDB: Showing metabocard for Ribose 1,5-bisphosphate (MMDBc0029912)

Microbial

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:46:35 UTC

Update Date

2022-08-31 17:37:35 UTC

Metabolite ID

MMDBc0029912

Metabolite Identification

Common Name

Ribose 1,5-bisphosphate

Description

Ribose 1,5-bisphosphate (Rib-1,5-P2), a newly discovered activator of phosphofructokinase. It forms rapidly during the initiation of glycolytic flux and disappears within 20 s/ Ribose 1,5-bisphosphate is a potent regulator of the fructose 6-phosphate/fructose 1,6-bisphosphate cycle. Ribose 1,5-bisphosphate is a substrate for Ribose 1,5-bisphosphate phosphokinase (EC 2.7.4.23), an enzyme that catalyzes the chemical reaction.

Structure

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

HMDB0011688
     RDKit          3D
Ribose 1,5-bisphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.9035    0.4851    1.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743   -0.5034    0.4793 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1814   -1.9878    1.2507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0191   -0.5342   -0.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.1043    0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -0.8732    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483   -0.1833   -0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7324   -1.0576   -0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752   -0.1734   -0.4465 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0152    0.5986    0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340    0.3776    1.1319 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5286    0.9962    0.0699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462    1.2098    2.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0329   -1.2410    1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2108    0.6962   -1.5429 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3634    2.0435   -1.2516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2723    0.3816   -1.4679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0577    1.5116   -1.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235   -1.9626    1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -0.6797   -1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -1.5273   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482   -1.5089    1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256    0.6089    0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706   -0.7167   -0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    0.8572    3.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -1.5195    0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355    0.4683   -2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742    2.2387   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4727   -0.3915   -2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948    2.2823   -1.2566 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  7  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  1
  9 24  1  6
 13 25  1  0
 14 26  1  0
 15 27  1  6
 16 28  1  0
 17 29  1  6
 18 30  1  0
M  END


  Mrv0541 02241201502D          

 18 18  0  0  1  0            999 V2000
   10.8626   -7.7672    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6077   -8.5518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1952   -7.2823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5279   -7.7672    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.7827   -8.5518    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7432   -7.5123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2979   -9.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.0925   -9.2192    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6472   -7.5123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5717   -6.7053    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7871   -6.4505    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.0421   -5.6658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5322   -7.2350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0025   -6.1955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2602   -8.0643    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.7082   -8.6773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8122   -7.4512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8732   -8.6163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  4  6  1  1  0  0  0
  5  7  1  6  0  0  0
  2  8  1  6  0  0  0
  1  9  1  6  0  0  0
 10  6  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 10 11  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 15  1  0  0  0  0
  9 15  1  0  0  0  0
  5  2  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029912

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C5H12O11P2/c6-3-2(1-14-17(8,9)10)15-5(4(3)7)16-18(11,12)13/h2-7H,1H2,(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1

> <INCHI_KEY>
AAAFZMYJJHWUPN-TXICZTDVSA-N

> <FORMULA>
C5H12O11P2

> <MOLECULAR_WEIGHT>
310.0897

> <EXACT_MASS>
309.98548425

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
22.784799061003696

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-1.44

> <JCHEM_LOGP>
-2.5493363386666665

> <ALOGPS_LOGS>
-1.30

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.4913750138310244

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8866511557619119

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6809079478042834

> <JCHEM_POLAR_SURFACE_AREA>
183.20999999999998

> <JCHEM_REFRACTIVITY>
51.7067

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.56e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011688
     RDKit          3D
Ribose 1,5-bisphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.9035    0.4851    1.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743   -0.5034    0.4793 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1814   -1.9878    1.2507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0191   -0.5342   -0.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.1043    0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -0.8732    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483   -0.1833   -0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7324   -1.0576   -0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752   -0.1734   -0.4465 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0152    0.5986    0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340    0.3776    1.1319 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5286    0.9962    0.0699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462    1.2098    2.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0329   -1.2410    1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2108    0.6962   -1.5429 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3634    2.0435   -1.2516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2723    0.3816   -1.4679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0577    1.5116   -1.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235   -1.9626    1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -0.6797   -1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -1.5273   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482   -1.5089    1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256    0.6089    0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706   -0.7167   -0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    0.8572    3.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -1.5195    0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355    0.4683   -2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742    2.2387   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4727   -0.3915   -2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948    2.2823   -1.2566 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  7  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  1
  9 24  1  6
 13 25  1  0
 14 26  1  0
 15 27  1  6
 16 28  1  0
 17 29  1  6
 18 30  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      20.277 -14.499   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.801 -15.963   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      19.031 -13.594   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      17.785 -14.499   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      18.261 -15.963   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.321 -14.023   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      17.356 -17.209   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      20.706 -17.209   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      21.741 -14.023   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      16.001 -12.517   0.000  0.00  0.00           O+0
HETATM   11  P   UNK     0      14.536 -12.041   0.000  0.00  0.00           P+0
HETATM   12  O   UNK     0      15.012 -10.576   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.060 -13.505   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      13.071 -11.565   0.000  0.00  0.00           O+0
HETATM   15  P   UNK     0      22.886 -15.053   0.000  0.00  0.00           P+0
HETATM   16  O   UNK     0      21.855 -16.198   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      23.916 -13.909   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      24.030 -16.084   0.000  0.00  0.00           O+0
CONECT    1    2    3    9                                                  
CONECT    2    1    8    5                                                  
CONECT    3    1    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4    7    2                                                  
CONECT    6    4   10                                                       
CONECT    7    5                                                            
CONECT    8    2                                                            
CONECT    9    1   15                                                       
CONECT   10    6   11                                                       
CONECT   11   12   13   14   10                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
CONECT   15   16   17   18    9                                             
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0011688
HETATM    1  O1  UNL     1      -4.903   0.485   1.391  1.00  0.00           O  
HETATM    2  P1  UNL     1      -4.174  -0.503   0.479  1.00  0.00           P  
HETATM    3  O2  UNL     1      -4.181  -1.988   1.251  1.00  0.00           O  
HETATM    4  O3  UNL     1      -5.019  -0.534  -0.981  1.00  0.00           O  
HETATM    5  O4  UNL     1      -2.648   0.104   0.197  1.00  0.00           O  
HETATM    6  C1  UNL     1      -1.657  -0.873   0.200  1.00  0.00           C  
HETATM    7  C2  UNL     1      -0.348  -0.183  -0.065  1.00  0.00           C  
HETATM    8  O5  UNL     1       0.732  -1.058  -0.086  1.00  0.00           O  
HETATM    9  C3  UNL     1       1.775  -0.173  -0.447  1.00  0.00           C  
HETATM   10  O6  UNL     1       2.015   0.599   0.702  1.00  0.00           O  
HETATM   11  P2  UNL     1       3.634   0.378   1.132  1.00  0.00           P  
HETATM   12  O7  UNL     1       4.529   0.996   0.070  1.00  0.00           O  
HETATM   13  O8  UNL     1       3.946   1.210   2.591  1.00  0.00           O  
HETATM   14  O9  UNL     1       4.033  -1.241   1.297  1.00  0.00           O  
HETATM   15  C4  UNL     1       1.211   0.696  -1.543  1.00  0.00           C  
HETATM   16  O10 UNL     1       1.363   2.043  -1.252  1.00  0.00           O  
HETATM   17  C5  UNL     1      -0.272   0.382  -1.468  1.00  0.00           C  
HETATM   18  O11 UNL     1      -1.058   1.512  -1.621  1.00  0.00           O  
HETATM   19  H1  UNL     1      -3.524  -1.963   1.979  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.361  -0.680  -1.731  1.00  0.00           H  
HETATM   21  H3  UNL     1      -1.876  -1.527  -0.689  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.648  -1.509   1.084  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.126   0.609   0.671  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.671  -0.717  -0.776  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.381   0.857   3.317  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.663  -1.519   0.593  1.00  0.00           H  
HETATM   27  H9  UNL     1       1.636   0.468  -2.531  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.274   2.239  -0.287  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.473  -0.391  -2.219  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.595   2.282  -1.257  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4    5
CONECT    3   19
CONECT    4   20
CONECT    5    6
CONECT    6    7   21   22
CONECT    7    8   17   23
CONECT    8    9
CONECT    9   10   15   24
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   25
CONECT   14   26
CONECT   15   16   17   27
CONECT   16   28
CONECT   17   18   29
CONECT   18   30
END

HMDB0011688
     RDKit          3D
Ribose 1,5-bisphosphate
 30 30  0  0  0  0  0  0  0  0999 V2000
   -4.9035    0.4851    1.3908 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1743   -0.5034    0.4793 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.1814   -1.9878    1.2507 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0191   -0.5342   -0.9814 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6477    0.1043    0.1967 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6575   -0.8732    0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3483   -0.1833   -0.0652 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7324   -1.0576   -0.0865 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7752   -0.1734   -0.4465 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0152    0.5986    0.7022 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6340    0.3776    1.1319 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.5286    0.9962    0.0699 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9462    1.2098    2.5909 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0329   -1.2410    1.2967 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2108    0.6962   -1.5429 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.3634    2.0435   -1.2516 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2723    0.3816   -1.4679 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0577    1.5116   -1.6214 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5235   -1.9626    1.9791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -0.6797   -1.7315 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8759   -1.5273   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6482   -1.5089    1.0843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256    0.6089    0.6707 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6706   -0.7167   -0.7764 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3809    0.8572    3.3168 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6634   -1.5195    0.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6355    0.4683   -2.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2742    2.2387   -0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4727   -0.3915   -2.2186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5948    2.2823   -1.2566 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
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  9 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17  7  1  0
  3 19  1  0
  4 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  1
  9 24  1  6
 13 25  1  0
 14 26  1  0
 15 27  1  6
 16 28  1  0
 17 29  1  6
 18 30  1  0
M  END

Synonyms

Value	Source
alpha-D-Ribose 1,5-diphosphate	ChEBI
alpha-D-Ribose 1,5-bisphosphate	Kegg
a-D-Ribose 1,5-diphosphate	Generator
a-D-Ribose 1,5-diphosphoric acid	Generator
alpha-D-Ribose 1,5-diphosphoric acid	Generator
Α-D-ribose 1,5-diphosphate	Generator
Α-D-ribose 1,5-diphosphoric acid	Generator
a-D-Ribose 1,5-bisphosphate	Generator
a-D-Ribose 1,5-bisphosphoric acid	Generator
alpha-D-Ribose 1,5-bisphosphoric acid	Generator
Α-D-ribose 1,5-bisphosphate	Generator
Α-D-ribose 1,5-bisphosphoric acid	Generator
Ribose 1,5-bisphosphoric acid	Generator
D-Ribose 1,5-diphosphate	HMDB
Rib-1,5-P2	HMDB

Molecular Formula

C₅H₁₂O₁₁P₂

Average Mass

310.0897

Monoisotopic Mass

309.98548425

IUPAC Name

{[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxy}phosphonic acid

Traditional Name

[(2R,3R,4S,5R)-3,4-dihydroxy-5-[(phosphonooxy)methyl]oxolan-2-yl]oxyphosphonic acid

CAS Registry Number

14689-84-0

SMILES

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

InChI Identifier

InChI=1S/C5H12O11P2/c6-3-2(1-14-17(8,9)10)15-5(4(3)7)16-18(11,12)13/h2-7H,1H2,(H2,8,9,10)(H2,11,12,13)/t2-,3-,4-,5-/m1/s1

InChI Key

AAAFZMYJJHWUPN-TXICZTDVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose 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

Pentose phosphates

Alternative Parents

Substituents

Pentose phosphate
Pentose-5-phosphate
Monosaccharide phosphate
Monoalkyl phosphate
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Tetrahydrofuran
1,2-diol
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxide
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

D-ribose 1,5-bisphosphate (CHEBI:68819 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	15.6 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-2.5	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	0.89	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	51.71 m³·mol⁻¹	ChemAxon
Polarizability	22.78 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	splash10-0002-9220000000-1f3f7b88b2533c821f09	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-0gk9-5961100000-7dad9badee988041b0b3	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-9031000000-9ab528e46e1d66c4ad5c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0002-9140000000-e56de52e1d17f4286991	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9200000000-f31e4ea5f4dea26394f8	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-9018000000-cb48112104543e57b955	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-01974a0116774007bec1	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-66ebbf7bf34456c4b1c4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0009000000-fb37007c75b47c9fa5c9	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-a5e502a2627af2048a1f	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-002b-9000000000-76ac5cacd6931823795a	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-1497000000-3b1c1ff96d6402c978d4	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ow-5921000000-6f619c34507855803d10	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9200000000-0d61721cadf3a2610781	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (retained)	2025-10-23	621.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-23	537.0
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-23	46.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	241.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	310.3
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-23	310.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	391.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	976.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	877.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	184.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	573.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-23	200.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	17.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	574.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	1055.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-23	87.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	382.1
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	582.8
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	562.5

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O)[C@@H]1O	standard non polar	2025-10-23	2133.01
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_2	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)O[C@H](COP(=O)(O)O)[C@H]1O	standard non polar	2025-10-23	1552.94
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_3	C[Si](C)(C)OP(=O)(O)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	1443.9
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_4	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1696.7
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2349.18
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O	standard non polar	2025-10-23	2556.18
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-23	1975.69
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_8	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@H]1O	standard non polar	2025-10-23	2158.03
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_9	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2193.92
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_10	C[Si](C)(C)OP(=O)(O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)O[Si](C)(C)C	standard non polar	2025-10-23	1985.67
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_11	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1338.01
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_12	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-23	2614.42
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_13	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2011.43
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_14	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2348.26
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_15	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O	standard non polar	2025-10-23	1713.59
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-23	1440.91
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-23	1995.2
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_18	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@H]1O	standard non polar	2025-10-23	1987.46
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_19	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2037.48
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_20	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2061.7
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_21	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard non polar	2025-10-23	1738.38
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_22	C[Si](C)(C)OP(=O)(O)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard non polar	2025-10-23	3167.6
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_23	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	2121.46
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	900.366
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_25	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1600.41
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_26	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-23	1620.67
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_27	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-23	1795.12
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_28	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1192.32
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_29	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	2554.11
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_30	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard non polar	2025-10-23	2106.4
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_31	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1172.89
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_32	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1024.2
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_33	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O	standard non polar	2025-10-23	1627.17
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_34	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O	standard non polar	2025-10-23	1967.01
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_35	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard non polar	2025-10-23	1909.46
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_1	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O)[C@@H]1O	standard polar	2025-10-23	2366.17
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_2	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)O[C@H](COP(=O)(O)O)[C@H]1O	standard polar	2025-10-23	1469.97
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_3	C[Si](C)(C)OP(=O)(O)O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1172.64
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_4	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O)[C@@H]1O	standard polar	2025-10-23	1961.03
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_5	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1424.03
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_6	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O	standard polar	2025-10-23	2711.17
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_7	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-23	2238.69
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_8	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@H]1O	standard polar	2025-10-23	1695.18
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_9	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2154.96
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_10	C[Si](C)(C)OP(=O)(O[C@H]1O[C@H](COP(=O)(O)O)[C@@H](O)[C@H]1O)O[Si](C)(C)C	standard polar	2025-10-23	2354.28
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_11	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard polar	2025-10-23	2452.66
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_12	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@H](OP(=O)(O)O)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-23	1842.43
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_13	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	830.979
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_14	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1798.03
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_15	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O	standard polar	2025-10-23	1765.28
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_16	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-23	2471.66
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_17	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-23	1467.74
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_18	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](COP(=O)(O)O)[C@H]1O	standard polar	2025-10-23	2044.3
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_19	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2102.28
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_20	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1839.15
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_21	C[Si](C)(C)OP(=O)(O)OC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O	standard polar	2025-10-23	2173.05
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_22	C[Si](C)(C)OP(=O)(O)O[C@H]1O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@H]1O	standard polar	2025-10-23	1786.22
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_23	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2624.49
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_24	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2794.35
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_25	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1700.02
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_26	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-23	2078.99
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_27	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-23	1813.92
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_28	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	1854.65
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_29	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O)O[Si](C)(C)C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2434.85
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_30	C[Si](C)(C)OP(=O)(OC[C@H]1O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H](O)[C@@H]1O)O[Si](C)(C)C	standard polar	2025-10-23	2183.13
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_31	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	1321.82
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_32	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2313.49
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_33	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O	standard polar	2025-10-23	2023.25
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_34	C[Si](C)(C)O[C@H]1[C@@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O	standard polar	2025-10-23	2422.74
Gas Chromatography	Ribose 1,5-bisphosphate_TMS_35	C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[C@H](OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H]1O[Si](C)(C)C	standard polar	2025-10-23	2871.81

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

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
Methylphosphonate Degradation I		Escherichia coli Pseudomonas aeruginosa Escherichia coli SMS-3-5 Escherichia coli UTI89 Escherichia coli 55989 Escherichia coli SE11 Pseudomonas aeruginosa PA7 Escherichia coli CFT073 Ochrobactrum anthropi Pseudomonas stutzeri Klebsiella pneumoniae Eggerthella lenta DSM 2243 Methylobacterium nodulans Ochrobactrum anthropi ATCC 49188 Ochrobactrum intermedium LMG 3301 Odoribacter splanchnicus DSM 20712 Pseudomonas mendocina Pseudomonas syringae Bradyrhizobium japonicum Mesorhizobium loti Sinorhizobium meliloti Acidiphilium cryptum Chromobacterium violaceum Citrobacter koseri Shigella boydii Shigella dysenteriae Shigella flexneri Shigella sonnei Desulfovibrio piger Acidithiobacillus ferrooxidans Rhodopseudomonas palustris Roseobacter denitrificans Thiobacillus denitrificans Holdemania filiformis Enterobacter cancerogenus Achromobacter xylosoxidans Methylibium petroleiphilum Citrobacter youngae Agrobacterium tumefaciens Klebsiella variicola Odoribacter splanchnicus Achromobacter xylosoxidans A8 Agrobacterium tumefaciens str. C58 Bradyrhizobium japonicum USDA 110 Citrobacter koseri ATCC BAA-895 Enterobacter cloacae subsp. cloacae ATCC 13047 Escherichia coli APEC O1 Escherichia coli E24377A Escherichia coli O127:H6 str. E2348/69 Escherichia coli UMN026 Escherichia coli ED1a Escherichia coli IAI39 Klebsiella pneumoniae subsp. pneumoniae MGH 78578 Laribacter hongkongensis HLHK9 Mesorhizobium loti MAFF303099 Methylobacterium radiotolerans JCM 2831 Escherichia coli 042 Pseudomonas fluorescens SBW25 Rhizobium leguminosarum bv. viciae 3841 Rhizobium leguminosarum bv. trifolii WSM2304 Shigella sonnei Ss046 Shigella dysenteriae Sd197 Yersinia enterocolitica subsp. enterocolitica 8081 Yersinia pseudotuberculosis IP 31758 Bradyrhizobium elkanii Methylobacterium mesophilicum Methylobacterium mesophilicum SR1.6/6 Rhizobium etli Azorhizobium caulinodans Xanthobacter autotrophicus Laribacter hongkongensis Bilophila wadsworthia 3_1_6 Desulfovibrio piger ATCC 29098 Cedecea davisae Cedecea davisae DSM 4568 Citrobacter amalonaticus Citrobacter amalonaticus Y19 Citrobacter freundii Citrobacter youngae ATCC 29220 Enterobacter hormaechei Klebsiella aerogenes Trabulsiella guamensis Trabulsiella guamensis ATCC 49490 Hafnia alvei Hafnia alvei ATCC 51873 Serratia marcescens subsp. marcescens Db11 Yersinia enterocolitica Yersinia pestis Yersinia pseudotuberculosis Grimontia hollisae CIP 101886 Collinsella tanakaei YIT 12063 Bacillus firmus DS1 [Clostridium] hylemonae DSM 15053 [Ruminococcus] gnavus ATCC 29149 [Clostridium] innocuum 2959 Holdemania filiformis DSM 12042 Ralstonia eutropha H16 Clostridioides difficile 630 Alkaliphilus metalliredigens QYMF Clavibacter michiganensis subsp. michiganensis NCPPB 382 Frankia sp. EuI1c Mycobacterium vanbaalenii PYR-1 Oceanobacillus iheyensis HTE831 Bacillus tusciae DSM 2912 Klebsiella aerogenes KCTC 2190 Acidiphilium cryptum JF-5 Acidiphilium multivorum AIU301 Acidithiobacillus ferrooxidans ATCC 23270 Acidovorax ebreus TPSY Agrobacterium vitis S4 Agrobacterium radiobacter K84 Rhodoferax ferrireducens T118 Arcobacter nitrofigilis DSM 7299 Azorhizobium caulinodans ORS 571 Bradyrhizobium sp. ORS278 Bradyrhizobium sp. BTAi1 Brucella melitensis bv. 1 str. 16M Brucella abortus bv. 1 str. 9-941 Brucella ovis ATCC 25840 Brucella canis ATCC 23365 Brucella suis ATCC 23445 Brucella abortus S19 Brucella melitensis ATCC 23457 Brucella microti CCM 4915 Burkholderia mallei ATCC 23344 Burkholderia pseudomallei 1710b Burkholderia xenovorans LB400 Burkholderia mallei NCTC 10229 Burkholderia pseudomallei 1106a Burkholderia phymatum STM815 Burkholderia phytofirmans PsJN Chloroflexus aurantiacus J-10-fl Chloroflexus aggregans DSM 9485 Cronobacter turicensis z3032 Cupriavidus metallidurans CH34 Cupriavidus taiwanensis LMG 19424 Cupriavidus necator N-1 Cyanothece sp. PCC 8801 Desulfomicrobium baculatum DSM 4028 Dickeya dadantii Ech703 Dickeya zeae Ech1591 Dickeya dadantii Ech586 Dickeya dadantii 3937 Enterobacter sp. 638 Enterobacter cloacae SCF1 Erwinia billingiae Eb661 Gluconobacter oxydans 621H Granulibacter bethesdensis CGDNIH1 Jannaschia sp. CCS1 Klebsiella pneumoniae 342 Marinobacter aquaeolei VT8 Methylibium petroleiphilum PM1 Methylobacterium nodulans ORS 2060 Nostoc sp. PCC 7120 Chromobacterium violaceum ATCC 12472 Synechococcus sp. JA-2-3B'a(2-13) Rhodobacter capsulatus SB1003 Pantoea ananatis LMG 20103 Paracoccus denitrificans PD1222 Pectobacterium atrosepticum SCRI1043 Pectobacterium carotovorum subsp. carotovorum PC1 Pseudomonas syringae pv. tomato str. DC3000 Pseudomonas syringae pv. phaseolicola 1448A Pseudomonas syringae pv. syringae B728a Psychromonas ingrahamii 37 Rhizobium etli CFN 42 Rhizobium etli CIAT 652 Rhizobium leguminosarum bv. trifolii WSM1325 Rhodopseudomonas palustris CGA009 Rhodopseudomonas palustris HaA2 Rhodopseudomonas palustris BisB5 Rhodospirillum centenum SW Roseiflexus sp. RS-1 Roseobacter denitrificans OCh 114 Roseobacter litoralis Och 149 Ruegeria pomeroyi DSS-3 Ruegeria sp. TM1040 Shigella boydii Sb227 Shigella boydii CDC 3083-94 Sinorhizobium meliloti 1021 Sinorhizobium medicae WSM419 Thiobacillus denitrificans ATCC 25259 Verminephrobacter eiseniae EF01-2 Xanthobacter autotrophicus Py2 Zymomonas mobilis subsp. pomaceae ATCC 29192 Klebsiella michiganensis KCTC 1686 Chania multitudinisentens RB-25
PRPP Biosynthesis

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018504	Ribose 1,5-bisphosphate	Phosphoribosyl pyrophosphate	Ribose 1,5-bisphosphate phosphokinase PhnN	Phosphorylation	PathBank	31602464
MMDBr0019292	alpha-D-Ribose 1,2-cyclic phosphate 5-phosphate	Ribose 1,5-bisphosphate	Phosphoribosyl 1,2-cyclic phosphate phosphodiesterase	Formation of 2'-nucleotide products from 2',3'-cyclic substrates	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/Eubacteria	Proteobacteria	38	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human sputum	Unknown
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human sputum	Unknown
Bacteria/Eubacteria	Actinobacteria	1
Archaea/Archaea	Euryarchaeota	27
Archaea/Archaea	Crenarchaeota	2

Exposure Sources

Other Exposures

Source Type	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

HMDB0011688

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028375

KNApSAcK ID

Not Available

Chemspider ID

26328792

KEGG Compound ID

C01151

BioCyc ID

RIBOSE-15-BISPHOSPHATE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14035695

PDB ID

RI2

ChEBI ID

68819

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]
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 Ribose 1,5-bisphosphate (MMDBc0029912)

MOL for #<Metabolite:0x00007f9accd07730>

3D MOL for #<Metabolite:0x00007f9accd07730>

3D SDF for #<Metabolite:0x00007f9accd07730>

3D-SDF for #<Metabolite:0x00007f9accd07730>

PDB for #<Metabolite:0x00007f9accd07730>

3D PDB for #<Metabolite:0x00007f9accd07730>

SMILES for #<Metabolite:0x00007f9accd07730>

INCHI for #<Metabolite:0x00007f9accd07730>

Structure for #<Metabolite:0x00007f9accd07730>

3D Structure for #<Metabolite:0x00007f9accd07730>