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Showing metabocard for D-Erythrose 4-phosphate (HMDB0001321)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (7) Show 7 proteinsXML
enzymes (7) Show 7 proteins
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:36 UTC
HMDB IDHMDB0001321
Secondary Accession Numbers
  • HMDB01321
Metabolite Identification
Common NameD-Erythrose 4-phosphate
DescriptionD-Erythrose 4-phosphate, also known as D-erythrose-4-p or 4-O-phosphono-D-erythrose, belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit. D-Erythrose 4-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). D-Erythrose 4-phosphate exists in all living species, ranging from bacteria to humans. Within humans, D-erythrose 4-phosphate participates in a number of enzymatic reactions. In particular, D-erythrose 4-phosphate and fructose 6-phosphate can be converted into D-glyceraldehyde 3-phosphate and D-sedoheptulose 7-phosphate; which is catalyzed by the enzyme transaldolase. In addition, D-erythrose 4-phosphate and xylulose 5-phosphate can be converted into fructose 6-phosphate and D-glyceraldehyde 3-phosphate through its interaction with the enzyme transketolase. In humans, D-erythrose 4-phosphate is involved in the metabolic disorder called the glucose-6-phosphate dehydrogenase deficiency pathway.
Structure
Data?1676999736
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001321 (D-Erythrose 4-phosphate)


  Mrv1652307222018152D          

 12 11  0  0  0  0            999 V2000
 9992.1454 9992.7138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9992.8594 9992.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4306 9992.3018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9992.1454 9993.5385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5749 9992.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7158 9992.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4306 9991.4764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2904 9992.3018    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0011 9992.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8780 9991.5871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0038 9992.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7028 9991.5871    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  6  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  1  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  8 12  1  0  0  0  0
M  END
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3D MOL for HMDB0001321 (D-Erythrose 4-phosphate)

HMDB0001321
     RDKit          3D
D-Erythrose 4-phosphate
 21 20  0  0  0  0  0  0  0  0999 V2000
   -2.6345    1.8746   -1.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6132    1.0687   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474   -0.3507   -0.3875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2793   -1.1153    0.7602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902   -0.3883   -1.0364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5789   -1.7185   -1.3717 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    0.0771   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -0.0283   -0.8052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330    0.4499    0.0834 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8841    0.5980   -0.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1455   -0.7469    1.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125    1.9326    0.8419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    1.4048    0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724   -0.7477   -1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0252   -2.0430    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    0.2517   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318   -2.1314   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072    1.1092    0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272   -0.5688    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1980   -1.6059    0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944    2.6783    0.3196 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  2 13  1  0
  3 14  1  6
  4 15  1  0
  5 16  1  6
  6 17  1  0
  7 18  1  0
  7 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

3D SDF for HMDB0001321 (D-Erythrose 4-phosphate)


  Mrv1652307222018152D          

 12 11  0  0  0  0            999 V2000
 9992.1454 9992.7138    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9992.8594 9992.3018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4306 9992.3018    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9992.1454 9993.5385    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5749 9992.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7158 9992.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4306 9991.4764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.2904 9992.3018    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0011 9992.3018    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8780 9991.5871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0038 9992.7138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.7028 9991.5871    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  6  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  1  1  0  0  0
  5  8  1  0  0  0  0
  6  9  2  0  0  0  0
  8 10  2  0  0  0  0
  8 11  1  0  0  0  0
  8 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001321

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1

> <INCHI_KEY>
NGHMDNPXVRFFGS-IUYQGCFVSA-N

> <FORMULA>
C4H9O7P

> <MOLECULAR_WEIGHT>
200.0838

> <EXACT_MASS>
200.008589154

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
15.408046810674074

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R,3R)-2,3-dihydroxy-4-oxobutoxy]phosphonic acid

> <ALOGPS_LOGP>
-1.89

> <JCHEM_LOGP>
-2.431256710333334

> <ALOGPS_LOGS>
-0.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.505414511121815

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.479591569624267

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5741525769148197

> <JCHEM_POLAR_SURFACE_AREA>
124.29000000000002

> <JCHEM_REFRACTIVITY>
36.2935

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.37e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-O-phosphono-D-erythrose

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001321 (D-Erythrose 4-phosphate)

HMDB0001321
     RDKit          3D
D-Erythrose 4-phosphate
 21 20  0  0  0  0  0  0  0  0999 V2000
   -2.6345    1.8746   -1.0356 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6132    1.0687   -0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2474   -0.3507   -0.3875 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.2793   -1.1153    0.7602 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8902   -0.3883   -1.0364 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5789   -1.7185   -1.3717 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2048    0.0771   -0.0988 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3909   -0.0283   -0.8052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7330    0.4499    0.0834 P   0  0  0  0  0  5  0  0  0  0  0  0
    3.8841    0.5980   -0.8960 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1455   -0.7469    1.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5125    1.9326    0.8419 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    1.4048    0.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9724   -0.7477   -1.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0252   -2.0430    0.5419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575    0.2517   -1.9250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2318   -2.1314   -0.5445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0072    1.1092    0.2664 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2272   -0.5688    0.8180 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1980   -1.6059    0.7261 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8944    2.6783    0.3196 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
  3  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  9 12  1  0
  2 13  1  0
  3 14  1  6
  4 15  1  0
  5 16  1  6
  6 17  1  0
  7 18  1  0
  7 19  1  0
 11 20  1  0
 12 21  1  0
M  END
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PDB for HMDB0001321 (D-Erythrose 4-phosphate)

HEADER    PROTEIN                                 22-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUL-20         0                                  
HETATM    1  C   UNK     0    8652.0058653.066   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8653.3378652.297   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8650.6708652.297   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8652.0058654.605   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8654.6738653.066   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0    8649.3368653.066   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8650.6708650.756   0.000  0.00  0.00           O+0
HETATM    8  P   UNK     0    8656.0098652.297   0.000  0.00  0.00           P+0
HETATM    9  O   UNK     0    8648.0028652.297   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8655.2398650.963   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0    8657.3418653.066   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8656.7798650.963   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6    7                                                  
CONECT    4    1                                                            
CONECT    5    2    8                                                       
CONECT    6    3    9                                                       
CONECT    7    3                                                            
CONECT    8    5   10   11   12                                             
CONECT    9    6                                                            
CONECT   10    8                                                            
CONECT   11    8                                                            
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   22    0
END
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3D PDB for HMDB0001321 (D-Erythrose 4-phosphate)

COMPND    HMDB0001321
HETATM    1  O1  UNL     1      -2.635   1.875  -1.036  1.00  0.00           O  
HETATM    2  C1  UNL     1      -2.613   1.069  -0.133  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.247  -0.351  -0.388  1.00  0.00           C  
HETATM    4  O2  UNL     1      -2.279  -1.115   0.760  1.00  0.00           O  
HETATM    5  C3  UNL     1      -0.890  -0.388  -1.036  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.579  -1.718  -1.372  1.00  0.00           O  
HETATM    7  C4  UNL     1       0.205   0.077  -0.099  1.00  0.00           C  
HETATM    8  O4  UNL     1       1.391  -0.028  -0.805  1.00  0.00           O  
HETATM    9  P1  UNL     1       2.733   0.450   0.083  1.00  0.00           P  
HETATM   10  O5  UNL     1       3.884   0.598  -0.896  1.00  0.00           O  
HETATM   11  O6  UNL     1       3.145  -0.747   1.199  1.00  0.00           O  
HETATM   12  O7  UNL     1       2.513   1.933   0.842  1.00  0.00           O  
HETATM   13  H1  UNL     1      -2.867   1.405   0.868  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.972  -0.748  -1.128  1.00  0.00           H  
HETATM   15  H3  UNL     1      -2.025  -2.043   0.542  1.00  0.00           H  
HETATM   16  H4  UNL     1      -0.857   0.252  -1.925  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.232  -2.131  -0.544  1.00  0.00           H  
HETATM   18  H6  UNL     1       0.007   1.109   0.266  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.227  -0.569   0.818  1.00  0.00           H  
HETATM   20  H8  UNL     1       3.198  -1.606   0.726  1.00  0.00           H  
HETATM   21  H9  UNL     1       2.894   2.678   0.320  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   13
CONECT    3    4    5   14
CONECT    4   15
CONECT    5    6    7   16
CONECT    6   17
CONECT    7    8   18   19
CONECT    8    9
CONECT    9   10   10   11   12
CONECT   11   20
CONECT   12   21
END
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SMILES for HMDB0001321 (D-Erythrose 4-phosphate)

O[C@H](COP(O)(O)=O)[C@@H](O)C=O
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INCHI for HMDB0001321 (D-Erythrose 4-phosphate)

InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
4-O-Phosphono-D-erythroseChEBI
Erythose-4-phosphateChEBI
D-Erythrose 4-phosphoric acidGenerator
Erythose-4-phosphoric acidGenerator
D-Erythrose 4-PO4HMDB
D-Erythrose-4-PHMDB
D-Erythrose-4-phosphateHMDB
Erythrose 4-phosphateHMDB, MeSH
Erythrose 4-PO4HMDB
Erythrose-4-PHMDB
Erythrose-4-phosphateHMDB
Erythrose-4PHMDB
Threose 4-phosphateHMDB, MeSH
Erythrose 4-phosphate, (r*,r*)-isomerMeSH, HMDB
Erythrose 4-phosphate, ((r*,r*)-(+-))-isomerMeSH, HMDB
(2R,3R)-2,3-Dihydroxy-4-(phosphonooxy)butanalHMDB
D-Erythrose 4-phosphateHMDB
Chemical FormulaC4H9O7P
Average Molecular Weight200.0838
Monoisotopic Molecular Weight200.008589154
IUPAC Name[(2R,3R)-2,3-dihydroxy-4-oxobutoxy]phosphonic acid
Traditional Name4-O-phosphono-D-erythrose
CAS Registry Number585-18-2
SMILES
O[C@H](COP(O)(O)=O)[C@@H](O)C=O
InChI Identifier
InChI=1S/C4H9O7P/c5-1-3(6)4(7)2-11-12(8,9)10/h1,3-4,6-7H,2H2,(H2,8,9,10)/t3-,4+/m0/s1
InChI KeyNGHMDNPXVRFFGS-IUYQGCFVSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentMonosaccharide phosphates
Alternative Parents
Substituents
  • Monosaccharide phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Beta-hydroxy aldehyde
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • 1,2-diol
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot 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 Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker149.16430932474
[M-H]-Not Available149.164http://allccs.zhulab.cn/database/detail?ID=AllCCS00001801
Predicted Molecular Properties
PropertyValueSource
Water Solubility23.7 g/LALOGPS
logP-1.9ALOGPS
logP-2.4ChemAxon
logS-0.93ALOGPS
pKa (Strongest Acidic)1.48ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity36.29 m³·mol⁻¹ChemAxon
Polarizability15.41 ųChemAxon
Number of Rings0ChemAxon
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]+145.12431661259
DarkChem[M-H]-140.98931661259
AllCCS[M+H]+143.59332859911
AllCCS[M-H]-134.15732859911
DeepCCS[M+H]+134.85330932474
DeepCCS[M-H]-132.48230932474
DeepCCS[M-2H]-166.49930932474
DeepCCS[M+Na]+140.8430932474
AllCCS[M+H]+143.632859911
AllCCS[M+H-H2O]+139.932859911
AllCCS[M+NH4]+147.032859911
AllCCS[M+Na]+148.032859911
AllCCS[M-H]-134.232859911
AllCCS[M+Na-2H]-135.732859911
AllCCS[M+HCOO]-137.432859911

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, 2022.1.63 minutes32390414
Predicted by Siyang on May 30, 20229.3666 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.41 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid432.4 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid446.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid322.8 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid30.8 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid202.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid83.8 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid300.3 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 Acid223.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)778.5 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid582.1 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid42.9 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid658.4 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid200.7 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid351.2 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate789.6 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA403.8 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water484.9 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
D-Erythrose 4-phosphateO[C@H](COP(O)(O)=O)[C@@H](O)C=O2984.3Standard polar33892256
D-Erythrose 4-phosphateO[C@H](COP(O)(O)=O)[C@@H](O)C=O1443.5Standard non polar33892256
D-Erythrose 4-phosphateO[C@H](COP(O)(O)=O)[C@@H](O)C=O1760.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
D-Erythrose 4-phosphate,1TMS,isomer #1C[Si](C)(C)O[C@H](COP(=O)(O)O)[C@@H](O)C=O1774.9Semi standard non polar33892256
D-Erythrose 4-phosphate,1TMS,isomer #2C[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O)O1775.5Semi standard non polar33892256
D-Erythrose 4-phosphate,1TMS,isomer #3C[Si](C)(C)OP(=O)(O)OC[C@@H](O)[C@@H](O)C=O1784.1Semi standard non polar33892256
D-Erythrose 4-phosphate,1TMS,isomer #4C[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O)O1878.2Semi standard non polar33892256
D-Erythrose 4-phosphate,2TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C1815.1Semi standard non polar33892256
D-Erythrose 4-phosphate,2TMS,isomer #2C[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C)[C@@H](O)C=O1835.5Semi standard non polar33892256
D-Erythrose 4-phosphate,2TMS,isomer #3C[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C1920.8Semi standard non polar33892256
D-Erythrose 4-phosphate,2TMS,isomer #4C[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O)O[Si](C)(C)C1853.6Semi standard non polar33892256
D-Erythrose 4-phosphate,2TMS,isomer #5C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O1938.7Semi standard non polar33892256
D-Erythrose 4-phosphate,2TMS,isomer #6C[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C=O)O[Si](C)(C)C1829.4Semi standard non polar33892256
D-Erythrose 4-phosphate,2TMS,isomer #7C[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O)O[Si](C)(C)C1915.3Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1884.8Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1805.2Standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2219.1Standard polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C1953.0Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C1884.1Standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C2673.1Standard polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #3C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C=O1885.9Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #3C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C=O1809.7Standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #3C[Si](C)(C)O[C@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)[C@@H](O)C=O2138.6Standard polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #4C[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1965.9Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #4C[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1892.1Standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #4C[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2456.1Standard polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #5C[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1920.7Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #5C[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1818.7Standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #5C[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2145.6Standard polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #6C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C1950.0Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #6C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C1865.6Standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #6C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C2463.6Standard polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #7C[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1955.8Semi standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #7C[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1911.1Standard non polar33892256
D-Erythrose 4-phosphate,3TMS,isomer #7C[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2284.5Standard polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1932.0Semi standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1868.7Standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1965.7Standard polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1984.4Semi standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1882.3Standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #2C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2285.4Standard polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #3C[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1992.9Semi standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #3C[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1946.7Standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #3C[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2179.5Standard polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #4C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1983.5Semi standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #4C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1913.3Standard non polar33892256
D-Erythrose 4-phosphate,4TMS,isomer #4C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C2184.7Standard polar33892256
D-Erythrose 4-phosphate,5TMS,isomer #1C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2021.4Semi standard non polar33892256
D-Erythrose 4-phosphate,5TMS,isomer #1C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1921.3Standard non polar33892256
D-Erythrose 4-phosphate,5TMS,isomer #1C[Si](C)(C)OC=C(O[Si](C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2072.0Standard polar33892256
D-Erythrose 4-phosphate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O)[C@@H](O)C=O1997.2Semi standard non polar33892256
D-Erythrose 4-phosphate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O)O2018.5Semi standard non polar33892256
D-Erythrose 4-phosphate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@@H](O)[C@@H](O)C=O2005.2Semi standard non polar33892256
D-Erythrose 4-phosphate,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O)O2092.7Semi standard non polar33892256
D-Erythrose 4-phosphate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2242.9Semi standard non polar33892256
D-Erythrose 4-phosphate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)O[C@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)[C@@H](O)C=O2235.0Semi standard non polar33892256
D-Erythrose 4-phosphate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2317.8Semi standard non polar33892256
D-Erythrose 4-phosphate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2269.2Semi standard non polar33892256
D-Erythrose 4-phosphate,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O2321.3Semi standard non polar33892256
D-Erythrose 4-phosphate,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)[C@@H](O)C=O)O[Si](C)(C)C(C)(C)C2240.8Semi standard non polar33892256
D-Erythrose 4-phosphate,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2323.9Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2498.0Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2400.0Standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2493.8Standard polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2521.6Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2472.2Standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2827.8Standard polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)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=O2494.1Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)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=O2382.5Standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)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=O2430.8Standard polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2567.8Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2497.3Standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2692.2Standard polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2522.6Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2377.4Standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2446.6Standard polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2557.1Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2446.7Standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2680.6Standard polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2563.4Semi standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2465.9Standard non polar33892256
D-Erythrose 4-phosphate,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC=C(O)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2572.6Standard polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2737.1Semi standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2536.5Standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2374.0Standard polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2761.8Semi standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2584.0Standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2595.2Standard polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2779.7Semi standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2619.5Standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2545.9Standard polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2758.6Semi standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2568.1Standard non polar33892256
D-Erythrose 4-phosphate,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@H](O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2538.8Standard polar33892256
D-Erythrose 4-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2983.4Semi standard non polar33892256
D-Erythrose 4-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2712.8Standard non polar33892256
D-Erythrose 4-phosphate,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(O[Si](C)(C)C(C)(C)C)[C@@H](COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2532.5Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Cellular Cytoplasm
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
Cellular CytoplasmDetected and Quantified1770 uMAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB03937
Phenol Explorer Compound IDNot Available
FooDB IDFDB001614
KNApSAcK IDC00007472
Chemspider ID109096
KEGG Compound IDC00279
BioCyc IDERYTHROSE-4P
BiGG ID34479
Wikipedia LinkErythrose_4-phosphate
METLIN ID6158
PubChem Compound122357
PDB IDNot Available
ChEBI ID48153
Food Biomarker OntologyNot Available
VMH IDE4P
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Tanaka N, Haga A, Uemura H, Akiyama H, Funasaka T, Nagase H, Raz A, Nakamura KT: Inhibition mechanism of cytokine activity of human autocrine motility factor examined by crystal structure analyses and site-directed mutagenesis studies. J Mol Biol. 2002 May 10;318(4):985-97. [PubMed:12054796 ]
  2. 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 ]
  3. Huck JH, Struys EA, Verhoeven NM, Jakobs C, van der Knaap MS: Profiling of pentose phosphate pathway intermediates in blood spots by tandem mass spectrometry: application to transaldolase deficiency. Clin Chem. 2003 Aug;49(8):1375-80. [PubMed:12881455 ]
  4. Takeuchi T, Nishino K, Itokawa Y: Improved determination of transketolase activity in erythrocytes. Clin Chem. 1984 May;30(5):658-61. [PubMed:6713626 ]
  5. Talukder AH, Bagheri-Yarmand R, Williams RR, Ragoussis J, Kumar R, Raz A: Antihuman epidermal growth factor receptor 2 antibody herceptin inhibits autocrine motility factor (AMF) expression and potentiates antitumor effects of AMF inhibitors. Clin Cancer Res. 2002 Oct;8(10):3285-9. [PubMed:12374700 ]
  6. Stepanova NG: [Determination of aldolase A activity in the serum of patients with myocardial infarction]. Vopr Med Khim. 1986 Sep-Oct;32(5):89-93. [PubMed:3776121 ]
  7. Mikami M, Sadahira Y, Haga A, Otsuki T, Wada H, Sugihara T: Hypoxia-inducible factor-1 drives the motility of the erythroid progenitor cell line, UT-7/Epo, via autocrine motility factor. Exp Hematol. 2005 May;33(5):531-41. [PubMed:15850830 ]
  8. Zanella A, Izzo C, Rebulla P, Perroni L, Mariani M, Canestri G, Sansone G, Sirchia G: The first stable variant of erythrocyte glucose-phosphate isomerase associated with severe hemolytic anemia. Am J Hematol. 1980;9(1):1-11. [PubMed:7435496 ]
  9. Williams JF, Blackmore PF, Duke CC, MacLeod JK: Fact, uncertainty and speculation concerning the biochemistry of D-erythrose-4-phosphate and its metabolic roles. Int J Biochem. 1980;12(3):339-44. [PubMed:6998788 ]

Enzymes

Enzyme Details
1. Transketolase-like protein 1
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate (By similarity).
Gene Name:
TKTL1
Uniprot ID:
P51854
Molecular weight:
59302.195
Reactions
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
Enzyme Details
2. Transaldolase
General function:
Involved in catalytic activity
Specific function:
Transaldolase is important for the balance of metabolites in the pentose-phosphate pathway.
Gene Name:
TALDO1
Uniprot ID:
P37837
Molecular weight:
37539.74
Reactions
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Fructose 6-phosphatedetails
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Beta-D-Fructose 6-phosphatedetails
Enzyme Details
3. Transketolase
General function:
Involved in catalytic activity
Specific function:
Catalyzes the transfer of a two-carbon ketol group from a ketose donor to an aldose acceptor, via a covalent intermediate with the cofactor thiamine pyrophosphate.
Gene Name:
TKT
Uniprot ID:
P29401
Molecular weight:
67876.95
Reactions
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
Enzyme Details
4. Fructose-bisphosphate aldolase A
General function:
Involved in fructose-bisphosphate aldolase activity
Specific function:
Plays a key role in glycolysis and gluconeogenesis. In addition, may also function as scaffolding protein (By similarity).
Gene Name:
ALDOA
Uniprot ID:
P04075
Molecular weight:
39419.675
Reactions
Sedoheptulose 1,7-bisphosphate → Dihydroxyacetone phosphate + D-Erythrose 4-phosphatedetails
Dihydroxyacetone phosphate + D-Erythrose 4-phosphate → Sedoheptulose 1,7-bisphosphatedetails
Enzyme Details
5. Fructose-bisphosphate aldolase C
General function:
Involved in fructose-bisphosphate aldolase activity
Specific function:
Not Available
Gene Name:
ALDOC
Uniprot ID:
P09972
Molecular weight:
39455.505
Reactions
Sedoheptulose 1,7-bisphosphate → Dihydroxyacetone phosphate + D-Erythrose 4-phosphatedetails
Enzyme Details
6. Fructose-bisphosphate aldolase B
General function:
Involved in fructose-bisphosphate aldolase activity
Specific function:
Not Available
Gene Name:
ALDOB
Uniprot ID:
P05062
Molecular weight:
39472.715
Reactions
Sedoheptulose 1,7-bisphosphate → Dihydroxyacetone phosphate + D-Erythrose 4-phosphatedetails
Enzyme Details
7. Transketolase-like protein 2
General function:
Involved in catalytic activity
Specific function:
Plays an essential role in total transketolase activity and cell proliferation in cancer cells; after transfection with anti-TKTL1 siRNA, total transketolase activity dramatically decreases and proliferation was significantly inhibited in cancer cells. Plays a pivotal role in carcinogenesis.
Gene Name:
TKTL2
Uniprot ID:
Q9H0I9
Molecular weight:
67876.625
Reactions
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails