Hmdb loader

Showing metabocard for 6-Phosphonoglucono-D-lactone (HMDB0001127)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (3) Show 3 proteinsXML
enzymes (3) Show 3 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:39:07 UTC
HMDB IDHMDB0001127
Secondary Accession Numbers
  • HMDB01127
Metabolite Identification
Common Name6-Phosphonoglucono-D-lactone
Description6-phosphoglucono-delta-lactone (d-6PGL) is the immediate product of the Glucose-6-phosphate dehydrogenase (G-6-PD), the first enzyme of the hexose monophosphate pathway. (PMID 3711719 ). The pentose-phosphate pathway provides reductive power and nucleotide precursors to the cell through oxidative and nonoxidative branches. 6-Phosphogluconolactonase is the second enzyme of the oxidative branch and catalyzes the hydrolysis of 6-phosphogluconolactones, the products of glucose 6-phosphate oxidation by glucose-6-phosphate dehydrogenase. By efficiently catalyzing the hydrolysis of d-6PGL, 6-phosphogluconolactonase prevents the reaction between d-6PGL and intracellular nucleophiles; such a reaction would interrupt the functioning of the pentose-phosphate pathway. (PMID 11457850 ).
Structure
Data?1588264764
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001127 (6-Phosphonoglucono-D-lactone)


  Mrv1652309042000182D          

 16 16  0  0  1  0            999 V2000
   -2.0366    0.3892    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129    0.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566    0.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366    1.2129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025    0.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116    0.3892    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2116   -0.4420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9220    0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220   -0.8615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5025   -0.8502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    0.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437   -0.4420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9220   -1.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3541    0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3541   -0.8502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  6  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  1  0  0  0
 12 15  2  0  0  0  0
 13 16  1  6  0  0  0
 12 13  1  0  0  0  0
M  END
Download

3D MOL for HMDB0001127 (6-Phosphonoglucono-D-lactone)

HMDB0001127
     RDKit          3D
6-Phosphonoglucono-D-lactone
 27 27  0  0  0  0  0  0  0  0999 V2000
   -2.5168   -1.4619   -2.2971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923   -0.9720   -1.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5315   -0.6532   -1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0377    0.5145   -0.7539 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4598    0.3858   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8579   -0.7246    0.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5523   -0.7328    0.0705 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0967   -0.7060   -1.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792    0.6148    0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -2.1268    0.8178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6814    0.7912    0.5617 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3927    2.1167    0.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1843    0.7089    0.3912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8683    1.1277    1.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5725   -0.6952   -0.0200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9549   -0.7501   -0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568    1.3682   -1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528    1.2826   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643    0.2455   -1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121    0.9558    0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374   -2.8213    0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.0826    1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602    2.7083    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4732    1.3817   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4293    0.3522    1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2155   -1.4245    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181   -1.5684   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  4 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  2  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  1
 12 23  1  0
 13 24  1  6
 14 25  1  0
 15 26  1  1
 16 27  1  0
M  END
Download

3D SDF for HMDB0001127 (6-Phosphonoglucono-D-lactone)


  Mrv1652309042000182D          

 16 16  0  0  1  0            999 V2000
   -2.0366    0.3892    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2129    0.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8566    0.3892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366    1.2129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   -0.4308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5025    0.8010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2116    0.3892    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2116   -0.4420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9220    0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9220   -0.8615    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5025   -0.8502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437    0.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6437   -0.4420    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9220   -1.6852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3541    0.8010    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3541   -0.8502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  2  0  0  0  0
  2  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  8 11  1  6  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  1  0  0  0
 12 15  2  0  0  0  0
 13 16  1  6  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001127

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1

> <INCHI_KEY>
IJOJIVNDFQSGAB-SQOUGZDYSA-N

> <FORMULA>
C6H11O9P

> <MOLECULAR_WEIGHT>
258.1199

> <EXACT_MASS>
258.014068462

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
19.902164898548747

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-1.99

> <JCHEM_LOGP>
-2.8688392173333335

> <ALOGPS_LOGS>
-0.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.329575480706394

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3037364832915905

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6629249867193456

> <JCHEM_POLAR_SURFACE_AREA>
153.75

> <JCHEM_REFRACTIVITY>
45.651700000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.26e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-phosphogluconolactone

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001127 (6-Phosphonoglucono-D-lactone)

HMDB0001127
     RDKit          3D
6-Phosphonoglucono-D-lactone
 27 27  0  0  0  0  0  0  0  0999 V2000
   -2.5168   -1.4619   -2.2971 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8923   -0.9720   -1.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5315   -0.6532   -1.3774 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0377    0.5145   -0.7539 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4598    0.3858   -0.6705 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8579   -0.7246    0.0678 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5523   -0.7328    0.0705 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.0967   -0.7060   -1.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1792    0.6148    0.8606 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1472   -2.1268    0.8178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6814    0.7912    0.5617 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3927    2.1167    0.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1843    0.7089    0.3912 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8683    1.1277    1.5302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5725   -0.6952   -0.0200 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9549   -0.7501   -0.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2568    1.3682   -1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9528    1.2826   -0.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8643    0.2455   -1.6935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0121    0.9558    0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374   -2.8213    0.7935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3742    0.0826    1.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0602    2.7083    0.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4732    1.3817   -0.4566 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4293    0.3522    1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2155   -1.4245    0.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1181   -1.5684   -0.7557 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  4 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15  2  1  0
  4 17  1  6
  5 18  1  0
  5 19  1  0
  9 20  1  0
 10 21  1  0
 11 22  1  1
 12 23  1  0
 13 24  1  6
 14 25  1  0
 15 26  1  1
 16 27  1  0
M  END
Download

PDB for HMDB0001127 (6-Phosphonoglucono-D-lactone)

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  P   UNK     0      -3.802   0.727   0.000  0.00  0.00           P+0
HETATM    2  O   UNK     0      -2.264   0.727   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      -5.332   0.727   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -3.802   2.264   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      -3.802  -0.804   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -0.938   1.495   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.395   0.727   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.395  -0.825   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       1.721   1.495   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.721  -1.608   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.938  -1.587   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       3.068   0.727   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.068  -0.825   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.721  -3.146   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       4.394   1.495   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       4.394  -1.587   0.000  0.00  0.00           O+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1                                                            
CONECT    5    1                                                            
CONECT    6    2    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   10   11                                                  
CONECT    9    7   12                                                       
CONECT   10    8   13   14                                                  
CONECT   11    8                                                            
CONECT   12    9   15   13                                                  
CONECT   13   10   16   12                                                  
CONECT   14   10                                                            
CONECT   15   12                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END
Download

3D PDB for HMDB0001127 (6-Phosphonoglucono-D-lactone)

COMPND    HMDB0001127
HETATM    1  O1  UNL     1      -2.517  -1.462  -2.297  1.00  0.00           O  
HETATM    2  C1  UNL     1      -1.892  -0.972  -1.321  1.00  0.00           C  
HETATM    3  O2  UNL     1      -0.531  -0.653  -1.377  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.038   0.515  -0.754  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.460   0.386  -0.670  1.00  0.00           C  
HETATM    6  O3  UNL     1       1.858  -0.725   0.068  1.00  0.00           O  
HETATM    7  P1  UNL     1       3.552  -0.733   0.071  1.00  0.00           P  
HETATM    8  O4  UNL     1       4.097  -0.706  -1.359  1.00  0.00           O  
HETATM    9  O5  UNL     1       4.179   0.615   0.861  1.00  0.00           O  
HETATM   10  O6  UNL     1       4.147  -2.127   0.818  1.00  0.00           O  
HETATM   11  C4  UNL     1      -0.681   0.791   0.562  1.00  0.00           C  
HETATM   12  O7  UNL     1      -0.393   2.117   0.930  1.00  0.00           O  
HETATM   13  C5  UNL     1      -2.184   0.709   0.391  1.00  0.00           C  
HETATM   14  O8  UNL     1      -2.868   1.128   1.530  1.00  0.00           O  
HETATM   15  C6  UNL     1      -2.573  -0.695  -0.020  1.00  0.00           C  
HETATM   16  O9  UNL     1      -3.955  -0.750  -0.209  1.00  0.00           O  
HETATM   17  H1  UNL     1      -0.257   1.368  -1.428  1.00  0.00           H  
HETATM   18  H2  UNL     1       1.953   1.283  -0.257  1.00  0.00           H  
HETATM   19  H3  UNL     1       1.864   0.246  -1.693  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.012   0.956   0.428  1.00  0.00           H  
HETATM   21  H5  UNL     1       3.437  -2.821   0.793  1.00  0.00           H  
HETATM   22  H6  UNL     1      -0.374   0.083   1.360  1.00  0.00           H  
HETATM   23  H7  UNL     1      -1.060   2.708   0.493  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.473   1.382  -0.457  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.429   0.352   1.835  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.215  -1.424   0.735  1.00  0.00           H  
HETATM   27  H11 UNL     1      -4.118  -1.568  -0.756  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4
CONECT    4    5   11   17
CONECT    5    6   18   19
CONECT    6    7
CONECT    7    8    8    9   10
CONECT    9   20
CONECT   10   21
CONECT   11   12   13   22
CONECT   12   23
CONECT   13   14   15   24
CONECT   14   25
CONECT   15   16   26
CONECT   16   27
END
Download

SMILES for HMDB0001127 (6-Phosphonoglucono-D-lactone)

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

INCHI for HMDB0001127 (6-Phosphonoglucono-D-lactone)

InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
6-Phospho-D-glucono-1,5-lactoneChEBI
6-Phosphonoglucono-delta-lactoneChEBI
[(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphateChEBI
D-Gluconic acid, delta-lactone, 6-(dihydrogen phosphate)ChEBI
D-Glucono-1,5-lactone 6-phosphateChEBI
6-Phosphonoglucono-δ-lactoneGenerator
[(2R,3S,4S,5R)-3,4,5-Trihydroxy-6-oxotetrahydro-2H-pyran-2-yl]methyl dihydrogen phosphoric acidGenerator
D-Gluconate, delta-lactone, 6-(dihydrogen phosphate)Generator
D-Gluconate, δ-lactone, 6-(dihydrogen phosphate)Generator
D-Gluconic acid, delta-lactone, 6-(dihydrogen phosphoric acid)Generator
D-Gluconic acid, δ-lactone, 6-(dihydrogen phosphoric acid)Generator
D-Glucono-1,5-lactone 6-phosphoric acidGenerator
6-(Dihydrogen phosphate)-(8ci)-D-gluconic acid delta-lactoneHMDB
6-(Dihydrogen phosphate)-(9ci)-D-gluconic acid delta-lactoneHMDB
6-(Dihydrogen phosphate)-D-gluconic acid delta-lactoneHMDB
6-PGDLHMDB
6-Phosphoglucono-delta-lactoneHMDB
6-PhosphogluconolactoneHMDB
D-6-Phospho-glucono-delta-lactoneHMDB
D-6-Phosphoglucono-delta-lactoneHMDB
D-Glucono-delta-lactone-6-phosphateHMDB
delta-Gluconolactone 6-phosphateHMDB
p-GluconolactoneHMDB
Chemical FormulaC6H11O9P
Average Molecular Weight258.1199
Monoisotopic Molecular Weight258.014068462
IUPAC Name{[(2R,3S,4S,5R)-3,4,5-trihydroxy-6-oxooxan-2-yl]methoxy}phosphonic acid
Traditional Name6-phosphogluconolactone
CAS Registry Number2641-81-8
SMILES
O[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O
InChI Identifier
InChI=1S/C6H11O9P/c7-3-2(1-14-16(11,12)13)15-6(10)5(9)4(3)8/h2-5,7-9H,1H2,(H2,11,12,13)/t2-,3-,4+,5-/m1/s1
InChI KeyIJOJIVNDFQSGAB-SQOUGZDYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as hexose phosphates. These are carbohydrate derivatives containing a hexose substituted by one or more phosphate groups.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentHexose phosphates
Alternative Parents
Substituents
  • Hexose phosphate
  • Gluconolactone
  • Monosaccharide phosphate
  • Delta valerolactone
  • Delta_valerolactone
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Oxane
  • Secondary alcohol
  • Carboxylic acid ester
  • Lactone
  • Organoheterocyclic compound
  • Carboxylic acid derivative
  • Monocarboxylic acid or derivatives
  • Oxacycle
  • Polyol
  • Hydrocarbon derivative
  • Organic oxide
  • Alcohol
  • Carbonyl group
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility32.6 g/LALOGPS
logP-2ALOGPS
logP-2.9ChemAxon
logS-0.9ALOGPS
pKa (Strongest Acidic)1.3ChemAxon
pKa (Strongest Basic)-3.7ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count5ChemAxon
Polar Surface Area153.75 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity45.65 m³·mol⁻¹ChemAxon
Polarizability19.9 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+154.36931661259
DarkChem[M+H]+154.36931661259
DarkChem[M-H]-150.94431661259
DarkChem[M-H]-150.94431661259
AllCCS[M+H]+155.70832859911
AllCCS[M-H]-145.98732859911
DeepCCS[M+H]+143.78430932474
DeepCCS[M-H]-141.38830932474
DeepCCS[M-2H]-176.10330932474
DeepCCS[M+Na]+150.55530932474
AllCCS[M+H]+155.732859911
AllCCS[M+H-H2O]+152.132859911
AllCCS[M+NH4]+159.132859911
AllCCS[M+Na]+160.132859911
AllCCS[M-H]-146.032859911
AllCCS[M+Na-2H]-146.332859911
AllCCS[M+HCOO]-146.732859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.2.11 minutes32390414
Predicted by Siyang on May 30, 202210.6304 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20229.19 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid437.7 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid528.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid331.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid21.7 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid195.1 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid90.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid316.7 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid241.5 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)902.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid626.4 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid45.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid748.9 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid205.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid348.7 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate777.9 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA393.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water526.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
6-Phosphonoglucono-D-lactoneO[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O3404.4Standard polar33892256
6-Phosphonoglucono-D-lactoneO[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O1887.5Standard non polar33892256
6-Phosphonoglucono-D-lactoneO[C@H]1[C@H](O)[C@@H](COP(O)(O)=O)OC(=O)[C@@H]1O2290.3Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
6-Phosphonoglucono-D-lactone,1TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@H](COP(=O)(O)O)[C@H]1O2015.3Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,1TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)OC(=O)[C@H](O)[C@H]1O2030.7Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,1TMS,isomer #3C[Si](C)(C)O[C@H]1C(=O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O2037.9Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,1TMS,isomer #4C[Si](C)(C)OP(=O)(O)OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O2136.3Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O)O)[C@H]1O2068.0Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C2061.7Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O2130.3Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TMS,isomer #4C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[C@@H]1COP(=O)(O)O2071.6Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TMS,isomer #5C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)[C@H](O)[C@H]1O2148.1Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TMS,isomer #6C[Si](C)(C)O[C@H]1C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)[C@@H]1O2172.7Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TMS,isomer #7C[Si](C)(C)OP(=O)(OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O)O[Si](C)(C)C2195.9Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O)O)[C@H]1O[Si](C)(C)C2107.9Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O2175.5Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C2173.6Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TMS,isomer #4C[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O2186.8Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TMS,isomer #5C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[C@@H]1COP(=O)(O)O[Si](C)(C)C2185.9Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TMS,isomer #6C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)[C@H](O)[C@H]1O2171.8Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TMS,isomer #7C[Si](C)(C)O[C@H]1C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)[C@@H]1O2184.7Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2204.2Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2262.0Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2643.8Standard polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O2247.8Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O2304.1Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #2C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O2527.1Standard polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C2242.1Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C2251.8Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #3C[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C2510.7Standard polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #4C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2253.1Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #4C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2277.2Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TMS,isomer #4C[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C)C(=O)O[C@@H]1COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2486.5Standard polar33892256
6-Phosphonoglucono-D-lactone,5TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2256.4Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,5TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2309.0Standard non polar33892256
6-Phosphonoglucono-D-lactone,5TMS,isomer #1C[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@H]1O[Si](C)(C)C2411.3Standard polar33892256
6-Phosphonoglucono-D-lactone,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@H](COP(=O)(O)O)[C@H]1O2283.0Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)OC(=O)[C@H](O)[C@H]1O2294.6Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@H]1C(=O)O[C@H](COP(=O)(O)O)[C@@H](O)[C@@H]1O2303.5Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O2394.2Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O)O)[C@H]1O2503.5Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2490.7Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O2596.3Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@@H]1COP(=O)(O)O2512.4Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)[C@H](O)[C@H]1O2614.7Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@H]1C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O2632.3Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OC[C@H]1OC(=O)[C@H](O)[C@@H](O)[C@@H]1O)O[Si](C)(C)C(C)(C)C2657.9Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O)O)[C@H]1O[Si](C)(C)C(C)(C)C2757.3Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O2801.9Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2797.0Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O2828.2Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@@H]1COP(=O)(O)O[Si](C)(C)C(C)(C)C2805.4Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)[C@H](O)[C@H]1O2839.3Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)O[C@H]1C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@@H](O)[C@@H]1O2850.4Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3023.7Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3083.0Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2995.8Standard polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O3046.5Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O3095.0Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O2910.8Standard polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3035.5Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C3035.1Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)OC(=O)[C@H](O)[C@H]1O[Si](C)(C)C(C)(C)C2896.1Standard polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3042.6Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3085.7Standard non polar33892256
6-Phosphonoglucono-D-lactone,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@H]1[C@H](O)[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@@H]1COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2871.8Standard polar33892256
6-Phosphonoglucono-D-lactone,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3263.4Semi standard non polar33892256
6-Phosphonoglucono-D-lactone,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C3226.6Standard non polar33892256
6-Phosphonoglucono-D-lactone,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H]1[C@@H](O[Si](C)(C)C(C)(C)C)C(=O)O[C@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)[C@H]1O[Si](C)(C)C(C)(C)C2895.5Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - 6-Phosphonoglucono-D-lactone GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9410000000-eed74c30dd7f6e1f63082016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Phosphonoglucono-D-lactone GC-MS (3 TMS) - 70eV, Positivesplash10-0gb9-4962700000-904ef84e4218dd793e1f2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 6-Phosphonoglucono-D-lactone GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 10V, Positive-QTOFsplash10-0a4l-0490000000-b7b9499f5fb3885d4a302015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 20V, Positive-QTOFsplash10-06r7-5940000000-effb433b86b6c959da1d2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 40V, Positive-QTOFsplash10-0ukc-7900000000-4009a042c78eba5dae172015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 10V, Negative-QTOFsplash10-0a6r-7290000000-09bacc885b7c74c16ece2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 20V, Negative-QTOFsplash10-004i-9000000000-5f41258b7bf2096e04fd2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 40V, Negative-QTOFsplash10-004i-9000000000-82b3c16e1939174dae852015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 10V, Negative-QTOFsplash10-0a4i-5090000000-381acc8a668fbac0de382021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 20V, Negative-QTOFsplash10-056s-9030000000-d9d231d9c36c323e64462021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 40V, Negative-QTOFsplash10-004i-9000000000-f53a8156649b945c2aee2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 10V, Positive-QTOFsplash10-03dl-0900000000-8f89af904744e22d72b52021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 20V, Positive-QTOFsplash10-03di-3900000000-8d2bf1400d030127126a2021-09-24Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 6-Phosphonoglucono-D-lactone 40V, Positive-QTOFsplash10-0002-9000000000-95f15475c3f10c3ac1bd2021-09-24Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-29Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Endoplasmic reticulum
Biospecimen Locations
  • Cellular Cytoplasm
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cellular CytoplasmDetected and Quantified0.00762 uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB030612
KNApSAcK IDNot Available
Chemspider ID388559
KEGG Compound IDC01236
BioCyc IDD-6-P-GLUCONO-DELTA-LACTONE
BiGG ID37157
Wikipedia LinkNot Available
METLIN ID6022
PubChem Compound439452
PDB IDNot Available
ChEBI ID16938
Food Biomarker OntologyNot Available
VMH ID6PGL
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Nakayama Y, Kinoshita A, Tomita M: Dynamic simulation of red blood cell metabolism and its application to the analysis of a pathological condition. Theor Biol Med Model. 2005 May 9;2:18. [PubMed:15882454 ]
  2. Beutler E, Kuhl W: Characteristics and significance of the reverse glucose-6-phosphate dehydrogenase reaction. J Lab Clin Med. 1986 Jun;107(6):502-7. [PubMed:3711719 ]
  3. Rakitzis ET, Papandreou P: Kinetic analysis of 6-phosphogluconolactone hydrolysis in hemolysates. Biochem Mol Biol Int. 1995 Nov;37(4):747-55. [PubMed:8589648 ]
  4. Miclet E, Stoven V, Michels PA, Opperdoes FR, Lallemand JY, Duffieux F: NMR spectroscopic analysis of the first two steps of the pentose-phosphate pathway elucidates the role of 6-phosphogluconolactonase. J Biol Chem. 2001 Sep 14;276(37):34840-6. Epub 2001 Jul 16. [PubMed:11457850 ]

Enzymes

Enzyme Details
1. 6-phosphogluconolactonase
General function:
Involved in 6-phosphogluconolactonase activity
Specific function:
Hydrolysis of 6-phosphogluconolactone to 6-phosphogluconate.
Gene Name:
PGLS
Uniprot ID:
O95336
Molecular weight:
27546.495
Reactions
6-Phosphonoglucono-D-lactone + Water → 6-Phosphogluconic aciddetails
Enzyme Details
2. Glucose-6-phosphate 1-dehydrogenase
General function:
Involved in glucose-6-phosphate dehydrogenase activity
Specific function:
Produces pentose sugars for nucleic acid synthesis and main producer of NADPH reducing power.
Gene Name:
G6PD
Uniprot ID:
P11413
Molecular weight:
62467.88
Reactions
beta-D-Glucose 6-phosphate + NADP → 6-Phosphonoglucono-D-lactone + NADPH + Hydrogen Iondetails
Enzyme Details
3. GDH/6PGL endoplasmic bifunctional protein
General function:
Involved in 6-phosphogluconolactonase activity
Specific function:
Oxidizes glucose-6-phosphate and glucose, as well as other hexose-6-phosphates.
Gene Name:
H6PD
Uniprot ID:
O95479
Molecular weight:
88891.99
Reactions
Glucose 6-phosphate + NAD(P)(+) → 6-Phosphonoglucono-D-lactone + NAD(P)Hdetails
6-Phosphonoglucono-D-lactone + Water → 6-Phosphogluconic aciddetails
beta-D-Glucose 6-phosphate + NADP → 6-Phosphonoglucono-D-lactone + NADPH + Hydrogen Iondetails