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

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

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
Bacteria	Proteobacteria	39	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum	Unknown
Bacteria	Actinobacteria	1
Archaea/Archaea	Euryarchaeota	27
Archaea/Archaea	Crenarchaeota	2

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

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

References

Synthesis Reference

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:0x00007fecbcada8f8>

3D MOL for #<Metabolite:0x00007fecbcada8f8>

3D SDF for #<Metabolite:0x00007fecbcada8f8>

3D-SDF for #<Metabolite:0x00007fecbcada8f8>

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Structure for #<Metabolite:0x00007fecbcada8f8>

3D Structure for #<Metabolite:0x00007fecbcada8f8>