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Showing metabocard for Glyceraldehyde 3-phosphate (HMDB0001112)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2023-02-21 17:15:27 UTC
HMDB IDHMDB0001112
Secondary Accession Numbers
  • HMDB01112
Metabolite Identification
Common NameGlyceraldehyde 3-phosphate
DescriptionGlyceraldehyde 3-phosphate (G3P) (CAS: 591-59-3), also known as triose phosphate, belongs to the class of organic compounds known as glyceraldehyde-3-phosphates. Glyceraldehyde-3-phosphates are compounds containing a glyceraldehyde substituted at position O3 by a phosphate group. Glyceraldehyde 3-phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). Glyceraldehyde 3-phosphate has been detected, but not quantified in, several different foods, such as sea-buckthorn berries, lingonberries, prunus (cherry, plum), quinoa, and sparkleberries. This could make glyceraldehyde 3-phosphate a potential biomarker for the consumption of these foods. Glyceraldehyde 3-phosphate is an aldotriose, an important metabolic intermediate in both glycolysis and gluconeogenesis, and in tryptophan biosynthesis. G3P is formed from fructose 1,6-bisphosphate, dihydroxyacetone phosphate (DHAP), and 1,3-bisphosphoglycerate (1,3BPG). This is the process by which glycerol (as DHAP) enters the glycolytic and gluconeogenesis pathways.
Structure
Data?1676999727
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0001112 (Glyceraldehyde 3-phosphate)


  Mrv1652305062017492D          

 10  9  0  0  0  0            999 V2000
10005.884310006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610005.7122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.170010005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.312710006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610004.8871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.455410006.1245    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10008.027910005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.867010006.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.736910005.7101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.041910006.8376    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
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
M  END
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3D MOL for HMDB0001112 (Glyceraldehyde 3-phosphate)

HMDB0001112
     RDKit          3D
Glyceraldehyde 3-phosphate
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.1723    0.5880    0.9389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080   -0.4132    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609   -0.2344   -0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8339    0.9639   -1.3303 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3103   -0.1921    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -0.4995   -0.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811   -0.3086   -0.2699 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.4670   -1.5232    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739    1.0540    0.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2661   -0.1682   -1.5470 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252   -1.3847    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6824   -1.1008   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641    1.5367   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    0.7978    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -0.9557    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    1.8720    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.0320   -1.2650 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
  3 12  1  6
  4 13  1  0
  5 14  1  0
  5 15  1  0
  9 16  1  0
 10 17  1  0
M  END
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3D SDF for HMDB0001112 (Glyceraldehyde 3-phosphate)


  Mrv1652305062017492D          

 10  9  0  0  0  0            999 V2000
10005.884310006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610005.7122    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10005.170010005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10007.312710006.1245    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10006.599610004.8871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.455410006.1245    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
10008.027910005.7122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.867010006.8376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.736910005.7101    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10004.041910006.8376    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
  2  4  1  0  0  0  0
  2  5  1  6  0  0  0
  3  6  1  0  0  0  0
  4  7  2  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  6 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001112

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/t3-/m0/s1

> <INCHI_KEY>
LXJXRIRHZLFYRP-VKHMYHEASA-N

> <FORMULA>
C3H7O6P

> <MOLECULAR_WEIGHT>
170.0578

> <EXACT_MASS>
169.998024468

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
12.543230752495251

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-2-hydroxy-3-oxopropoxy]phosphonic acid

> <ALOGPS_LOGP>
-1.69

> <JCHEM_LOGP>
-1.8009217683333332

> <ALOGPS_LOGS>
-0.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.423410991516896

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3972513038137553

> <JCHEM_PKA_STRONGEST_BASIC>
-3.7612158010186443

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
30.331

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glyceraldehyde-3-phosphate

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0001112 (Glyceraldehyde 3-phosphate)

HMDB0001112
     RDKit          3D
Glyceraldehyde 3-phosphate
 17 16  0  0  0  0  0  0  0  0999 V2000
    3.1723    0.5880    0.9389 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7080   -0.4132    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6609   -0.2344   -0.6481 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8339    0.9639   -1.3303 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3103   -0.1921    0.0384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6399   -0.4995   -0.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1811   -0.3086   -0.2699 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.4670   -1.5232    0.5868 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739    1.0540    0.7200 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2661   -0.1682   -1.5470 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0252   -1.3847    0.7356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6824   -1.1008   -1.3301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4641    1.5367   -0.8156 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1314    0.7978    0.4931 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2348   -0.9557    0.8329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2997    1.8720    0.1601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1956   -0.0320   -1.2650 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  7 10  1  0
  2 11  1  0
  3 12  1  6
  4 13  1  0
  5 14  1  0
  5 15  1  0
  9 16  1  0
 10 17  1  0
M  END
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PDB for HMDB0001112 (Glyceraldehyde 3-phosphate)

HEADER    PROTEIN                                 06-MAY-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-20         0                                  
HETATM    1  C   UNK     0    8677.6518678.099   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8678.9868677.329   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8676.3178677.329   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8680.3178678.099   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8678.9868675.789   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0    8674.9838678.099   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0    8681.6528677.329   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8675.7528679.430   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8673.6428677.326   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    8674.2128679.430   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4    5                                                  
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    2                                                            
CONECT    6    3    8    9   10                                             
CONECT    7    4                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    6                                                            
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END
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3D PDB for HMDB0001112 (Glyceraldehyde 3-phosphate)

COMPND    HMDB0001112
HETATM    1  O1  UNL     1       3.172   0.588   0.939  1.00  0.00           O  
HETATM    2  C1  UNL     1       2.708  -0.413   0.404  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.661  -0.234  -0.648  1.00  0.00           C  
HETATM    4  O2  UNL     1       1.834   0.964  -1.330  1.00  0.00           O  
HETATM    5  C3  UNL     1       0.310  -0.192   0.038  1.00  0.00           C  
HETATM    6  O3  UNL     1      -0.640  -0.500  -0.938  1.00  0.00           O  
HETATM    7  P1  UNL     1      -2.181  -0.309  -0.270  1.00  0.00           P  
HETATM    8  O4  UNL     1      -2.467  -1.523   0.587  1.00  0.00           O  
HETATM    9  O5  UNL     1      -2.174   1.054   0.720  1.00  0.00           O  
HETATM   10  O6  UNL     1      -3.266  -0.168  -1.547  1.00  0.00           O  
HETATM   11  H1  UNL     1       3.025  -1.385   0.736  1.00  0.00           H  
HETATM   12  H2  UNL     1       1.682  -1.101  -1.330  1.00  0.00           H  
HETATM   13  H3  UNL     1       2.464   1.537  -0.816  1.00  0.00           H  
HETATM   14  H4  UNL     1       0.131   0.798   0.493  1.00  0.00           H  
HETATM   15  H5  UNL     1       0.235  -0.956   0.833  1.00  0.00           H  
HETATM   16  H6  UNL     1      -2.300   1.872   0.160  1.00  0.00           H  
HETATM   17  H7  UNL     1      -4.196  -0.032  -1.265  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4    5   12
CONECT    4   13
CONECT    5    6   14   15
CONECT    6    7
CONECT    7    8    8    9   10
CONECT    9   16
CONECT   10   17
END
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SMILES for HMDB0001112 (Glyceraldehyde 3-phosphate)

O[C@H](COP(O)(O)=O)C=O
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INCHI for HMDB0001112 (Glyceraldehyde 3-phosphate)

InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/t3-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
(2R)-2-Hydroxy-3-(phosphonooxy)-propanalChEBI
Glyceraldehyde 3-phosphoric acidGenerator
Glyceraldehyde 3-phosphateChEBI
D-Glyceraldehyde 3-phosphoric acidGenerator
Glyceraldehyde-3-phosphoric acidGenerator
(2-Hydroxy-3-oxopropoxy)phosphonic acidHMDB
(2R)-2-Hydroxy-3-(phosphonooxy)propanalHMDB
(R)-Glyceraldehyde 3-phosphateHMDB
2-Hydroxy-3-(phosphonooxy)propanalHMDB
3-PhosphoglyceraldehydeHMDB
3-Phosphoroglyceric aldehydeHMDB
D-Glyceraldehyde 3-phosphateHMDB
PhosphoglyceraldehydeHMDB
Triose phosphateHMDB
Chemical FormulaC3H7O6P
Average Molecular Weight170.0578
Monoisotopic Molecular Weight169.998024468
IUPAC Name[(2R)-2-hydroxy-3-oxopropoxy]phosphonic acid
Traditional Nameglyceraldehyde-3-phosphate
CAS Registry Number591-57-1
SMILES
O[C@H](COP(O)(O)=O)C=O
InChI Identifier
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/t3-/m0/s1
InChI KeyLXJXRIRHZLFYRP-VKHMYHEASA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glyceraldehyde-3-phosphates. Glyceraldehyde-3-phosphates are compounds containing a glyceraldehyde substituted at position O3 by a phosphate group.
KingdomOrganic compounds
Super ClassOrganic oxygen compounds
ClassOrganooxygen compounds
Sub ClassCarbohydrates and carbohydrate conjugates
Direct ParentGlyceraldehyde-3-phosphates
Alternative Parents
Substituents
  • Glyceraldehyde-3-phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Organic oxide
  • Hydrocarbon derivative
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic 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 Solubility20.5 g/LALOGPS
logP-1.7ALOGPS
logP-1.8ChemAxon
logS-0.92ALOGPS
pKa (Strongest Acidic)1.4ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.06 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.33 m³·mol⁻¹ChemAxon
Polarizability12.54 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
DeepCCS[M+H]+126.03230932474
DeepCCS[M-H]-123.47630932474
DeepCCS[M-2H]-159.81230932474
DeepCCS[M+Na]+134.97330932474
AllCCS[M+H]+137.832859911
AllCCS[M+H-H2O]+133.932859911
AllCCS[M+NH4]+141.432859911
AllCCS[M+Na]+142.532859911
AllCCS[M-H]-129.032859911
AllCCS[M+Na-2H]-131.232859911
AllCCS[M+HCOO]-133.832859911

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, 2022.1.88 minutes32390414
Predicted by Siyang on May 30, 20228.778 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.47 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid409.0 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid439.4 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid327.0 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid44.3 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid214.5 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid80.1 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid286.4 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 Acid224.8 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)757.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid561.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid39.5 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid617.3 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid206.6 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid339.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate764.3 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA383.5 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water448.4 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Glyceraldehyde 3-phosphateO[C@H](COP(O)(O)=O)C=O2616.7Standard polar33892256
Glyceraldehyde 3-phosphateO[C@H](COP(O)(O)=O)C=O1256.5Standard non polar33892256
Glyceraldehyde 3-phosphateO[C@H](COP(O)(O)=O)C=O1500.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glyceraldehyde 3-phosphate,1TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O1603.8Semi standard non polar33892256
Glyceraldehyde 3-phosphate,1TMS,isomer #2C[Si](C)(C)OP(=O)(O)OC[C@@H](O)C=O1595.6Semi standard non polar33892256
Glyceraldehyde 3-phosphate,1TMS,isomer #3C[Si](C)(C)OC=C(O)COP(=O)(O)O1689.7Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O[Si](C)(C)C1670.3Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O[Si](C)(C)C1570.8Standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O[Si](C)(C)C2048.5Standard polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #2C[Si](C)(C)OC=C(COP(=O)(O)O)O[Si](C)(C)C1751.8Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #2C[Si](C)(C)OC=C(COP(=O)(O)O)O[Si](C)(C)C1715.5Standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #2C[Si](C)(C)OC=C(COP(=O)(O)O)O[Si](C)(C)C2483.5Standard polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #3C[Si](C)(C)OP(=O)(OC[C@@H](O)C=O)O[Si](C)(C)C1635.3Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #3C[Si](C)(C)OP(=O)(OC[C@@H](O)C=O)O[Si](C)(C)C1587.8Standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #3C[Si](C)(C)OP(=O)(OC[C@@H](O)C=O)O[Si](C)(C)C1945.7Standard polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #4C[Si](C)(C)OC=C(O)COP(=O)(O)O[Si](C)(C)C1752.3Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #4C[Si](C)(C)OC=C(O)COP(=O)(O)O[Si](C)(C)C1634.1Standard non polar33892256
Glyceraldehyde 3-phosphate,2TMS,isomer #4C[Si](C)(C)OC=C(O)COP(=O)(O)O[Si](C)(C)C2203.5Standard polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1715.1Semi standard non polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1645.3Standard non polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #1C[Si](C)(C)O[C@@H](C=O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1746.4Standard polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #2C[Si](C)(C)OC=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1792.8Semi standard non polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #2C[Si](C)(C)OC=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C1686.2Standard non polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #2C[Si](C)(C)OC=C(COP(=O)(O)O[Si](C)(C)C)O[Si](C)(C)C2059.2Standard polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #3C[Si](C)(C)OC=C(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1803.1Semi standard non polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #3C[Si](C)(C)OC=C(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1702.0Standard non polar33892256
Glyceraldehyde 3-phosphate,3TMS,isomer #3C[Si](C)(C)OC=C(O)COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C1919.2Standard polar33892256
Glyceraldehyde 3-phosphate,4TMS,isomer #1C[Si](C)(C)OC=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1833.6Semi standard non polar33892256
Glyceraldehyde 3-phosphate,4TMS,isomer #1C[Si](C)(C)OC=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1740.3Standard non polar33892256
Glyceraldehyde 3-phosphate,4TMS,isomer #1C[Si](C)(C)OC=C(COP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C1843.8Standard polar33892256
Glyceraldehyde 3-phosphate,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O1843.7Semi standard non polar33892256
Glyceraldehyde 3-phosphate,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OP(=O)(O)OC[C@@H](O)C=O1835.1Semi standard non polar33892256
Glyceraldehyde 3-phosphate,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)COP(=O)(O)O1919.6Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2088.0Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2008.5Standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2265.9Standard polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2150.4Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2132.4Standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(COP(=O)(O)O)O[Si](C)(C)C(C)(C)C2634.7Standard polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)C=O)O[Si](C)(C)C(C)(C)C2059.6Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)C=O)O[Si](C)(C)C(C)(C)C2013.5Standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OC[C@@H](O)C=O)O[Si](C)(C)C(C)(C)C2153.6Standard polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2187.8Semi standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2096.9Standard non polar33892256
Glyceraldehyde 3-phosphate,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC=C(O)COP(=O)(O)O[Si](C)(C)C(C)(C)C2418.5Standard polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2332.7Semi standard non polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2210.1Standard non polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)O[C@@H](C=O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2087.9Standard polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2390.6Semi standard non polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2274.9Standard non polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC=C(COP(=O)(O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2329.7Standard polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2410.3Semi standard non polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2294.0Standard non polar33892256
Glyceraldehyde 3-phosphate,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC=C(O)COP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2248.7Standard polar33892256
Glyceraldehyde 3-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(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)C2592.2Semi standard non polar33892256
Glyceraldehyde 3-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(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)C2402.3Standard non polar33892256
Glyceraldehyde 3-phosphate,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC=C(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)C2243.6Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm (predicted from logP)
Biospecimen Locations
  • Blood
  • Cellular Cytoplasm
  • Urine
Tissue Locations
  • Fibroblasts
  • Kidney
  • Skeletal Muscle
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified4.8 +/- 1.6 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
BloodDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Cellular CytoplasmDetected and Quantified6.70 (5.70-7.70) uMAdult (>18 years old)BothNormal details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB02263
Phenol Explorer Compound IDNot Available
FooDB IDFDB001619
KNApSAcK IDC00007564
Chemspider ID388314
KEGG Compound IDC00118
BioCyc IDGAP
BiGG IDNot Available
Wikipedia LinkGlyceraldehyde 3-phosphate
METLIN IDNot Available
PubChem Compound439168
PDB IDNot Available
ChEBI ID29052
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBallou, Clinton E.; Fischer, Hermann O. L. The synthesis of D-glyceraldehyde 3-phosphate. Journal of the American Chemical Society (1955), 77 3329-31.
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. Yamamoto T, Moriwaki Y, Takahashi S, Ohata H, Nakano T, Yamakita J, Higashino K: Effect of glucagon on the xylitol-induced increase in the plasma concentration and urinary excretion of purine bases. Metabolism. 1996 Nov;45(11):1354-9. [PubMed:8931639 ]
  3. Choei H, Sasaki N, Takeuchi M, Yoshida T, Ukai W, Yamagishi S, Kikuchi S, Saito T: Glyceraldehyde-derived advanced glycation end products in Alzheimer's disease. Acta Neuropathol. 2004 Sep;108(3):189-93. Epub 2004 Jun 17. [PubMed:15221334 ]
  4. Modun B, Morrissey J, Williams P: The staphylococcal transferrin receptor: a glycolytic enzyme with novel functions. Trends Microbiol. 2000 May;8(5):231-7. [PubMed:10785640 ]
  5. Zhang J, Jung K, Lein M, Kristiansen G, Rudolph B, Hauptmann S, Schnorr D, Loening SA, Lichtinghagen R: Differential expression of matrix metalloproteinases and their tissue inhibitors in human primary cultured prostatic cells and malignant prostate cell lines. Prostate. 2002 Jan 1;50(1):38-45. [PubMed:11757034 ]
  6. Kogler H, Schott P, Toischer K, Milting H, Van PN, Kohlhaas M, Grebe C, Kassner A, Domeier E, Teucher N, Seidler T, Knoll R, Maier LS, El-Banayosy A, Korfer R, Hasenfuss G: Relevance of brain natriuretic peptide in preload-dependent regulation of cardiac sarcoplasmic reticulum Ca2+ ATPase expression. Circulation. 2006 Jun 13;113(23):2724-32. Epub 2006 Jun 5. [PubMed:16754798 ]
  7. Yang Y, Hou Y, Wang CL, Ji SJ: Renal expression of epidermal growth factor and transforming growth factor-beta1 in children with congenital hydronephrosis. Urology. 2006 Apr;67(4):817-21; discussion 821-2. [PubMed:16618565 ]
  8. Harper LV, Hilton AC, Jones AF: RT-PCR for the pseudogene-free amplification of the glyceraldehyde-3-phosphate dehydrogenase gene (gapd). Mol Cell Probes. 2003 Oct;17(5):261-5. [PubMed:14580401 ]

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Glyceraldehyde-3-phosphate dehydrogenase, testis-specific
General function:
Involved in glyceraldehyde-3-phosphate dehydrogenase activity
Specific function:
May play an important role in regulating the switch between different pathways for energy production during spermiogenesis and in the spermatozoon. Required for sperm motility and male fertility (By similarity).
Gene Name:
GAPDHS
Uniprot ID:
O14556
Molecular weight:
44500.835
Reactions
Glyceraldehyde 3-phosphate + Phosphate + NAD → Glyceric acid 1,3-biphosphate + NADHdetails
Glyceraldehyde 3-phosphate + Phosphate + NAD → Glyceric acid 1,3-biphosphate + NADH + Hydrogen Iondetails
Enzyme Details
2. Glyceraldehyde-3-phosphate dehydrogenase
General function:
Involved in glyceraldehyde-3-phosphate dehydrogenase activity
Specific function:
Has both glyceraldehyde-3-phosphate dehydrogenase and nitrosylase activities, thereby playing a role in glycolysis and nuclear functions, respectively. Participates in nuclear events including transcription, RNA transport, DNA replication and apoptosis. Nuclear functions are probably due to the nitrosylase activity that mediates cysteine S-nitrosylation of nuclear target proteins such as SIRT1, HDAC2 and PRKDC. Modulates the organization and assembly of the cytoskeleton. Facilitates the CHP1-dependent microtubule and membrane associations through its ability to stimulate the binding of CHP1 to microtubules (By similarity). Glyceraldehyde-3-phosphate dehydrogenase is a key enzyme in glycolysis that catalyzes the first step of the pathway by converting D-glyceraldehyde 3-phosphate (G3P) into 3-phospho-D-glyceroyl phosphate. Component of the GAIT (gamma interferon-activated inhibitor of translation) complex which mediates interferon-gamma-induced transcript-selective translation inhibition in inflammation processes. Upon interferon-gamma treatment assembles into the GAIT complex which binds to stem loop-containing GAIT elements in the 3'-UTR of diverse inflammatory mRNAs (such as ceruplasmin) and suppresses their translation.
Gene Name:
GAPDH
Uniprot ID:
P04406
Molecular weight:
31547.76
Reactions
Glyceraldehyde 3-phosphate + Phosphate + NAD → Glyceric acid 1,3-biphosphate + NADHdetails
Glyceraldehyde 3-phosphate + Phosphate + NAD → Glyceric acid 1,3-biphosphate + NADH + Hydrogen Iondetails
Enzyme Details
3. 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
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
Enzyme Details
4. 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
5. 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
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
D-Sedoheptulose 7-phosphate + Glyceraldehyde 3-phosphate → D-Ribose 5-phosphate + Xylulose 5-phosphatedetails
Beta-D-Fructose 6-phosphate + Glyceraldehyde 3-phosphate → D-Erythrose 4-phosphate + Xylulose 5-phosphatedetails
Enzyme Details
6. Putative deoxyribose-phosphate aldolase
General function:
Involved in catalytic activity
Specific function:
Catalyzes a reversible aldol reaction between acetaldehyde and D-glyceraldehyde 3-phosphate to generate 2-deoxy-D-ribose 5-phosphate (By similarity).
Gene Name:
DERA
Uniprot ID:
Q9Y315
Molecular weight:
35230.395
Reactions
Deoxyribose 5-monophosphate → Glyceraldehyde 3-phosphate + Acetaldehydedetails
Enzyme Details
7. 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
Fructose 1,6-bisphosphate → Dihydroxyacetone phosphate + Glyceraldehyde 3-phosphatedetails
Fructose 1,6-bisphosphate → Dihydroxyacetone phosphate + Glyceraldehyde 3-phosphatedetails
Dihydroxyacetone phosphate + Glyceraldehyde 3-phosphate → Fructose 1,6-bisphosphatedetails
Enzyme Details
8. 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
Fructose 1,6-bisphosphate → Dihydroxyacetone phosphate + Glyceraldehyde 3-phosphatedetails
Fructose 1,6-bisphosphate → Dihydroxyacetone phosphate + Glyceraldehyde 3-phosphatedetails
Enzyme Details
9. 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
Fructose 1,6-bisphosphate → Dihydroxyacetone phosphate + Glyceraldehyde 3-phosphatedetails
Fructose 1,6-bisphosphate → Dihydroxyacetone phosphate + Glyceraldehyde 3-phosphatedetails
Enzyme Details
10. Triosephosphate isomerase
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
TPI1
Uniprot ID:
P60174
Molecular weight:
26669.33
Reactions
Glyceraldehyde 3-phosphate → Dihydroxyacetone phosphatedetails

Transporters

Enzyme Details
1. Solute carrier organic anion transporter family member 2A1
General function:
Not Available
Specific function:
May mediate the release of newly synthesized prostaglandins from cells, the transepithelial transport of prostaglandins, and the clearance of prostaglandins from the circulation. Transports PGD2, as well as PGE1, PGE2 and PGF2A
Gene Name:
SLCO2A1
Uniprot ID:
Q92959
Molecular weight:
70117.0
References
  1. Chan BS, Endo S, Kanai N, Schuster VL: Identification of lactate as a driving force for prostanoid transport by prostaglandin transporter PGT. Am J Physiol Renal Physiol. 2002 Jun;282(6):F1097-102. [PubMed:11997326 ]

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters