| Record Information | 
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| Version | 2.0 | 
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| Creation Date | 2012-05-31 13:45:23 -0600 | 
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| Update Date | 2015-09-17 15:41:09 -0600 | 
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| Secondary Accession Numbers |  | 
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| Identification | 
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| Name: | D-Glyceraldehyde 3-phosphate | 
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| Description | Glyceraldehyde 3-phosphate (G3P) or triose 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), and this is how glycerol (as DHAP) enters the glycolytic and gluconeogenesis pathways. | 
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| Structure |  | 
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| Synonyms: | - (2R)-2-hydroxy-3-(phosphonooxy)-propanal
 
- (2R)-2-hydroxy-3-(phosphonooxy)-propanal
 
- 2-Hydroxy-3-(phosphonooxy)-Propanal
 
- 3-Phosphoglyceraldehyde
 
- D-Glyceraldehyde 3-phosphate
 
- D-Glyceraldehyde 3-phosphoric acid
 
- D-Glyceraldehyde-3-P
 
- DL-Glyceraldehyde 3-phosphate
 
- DL-Glyceraldehyde 3-phosphoric acid
 
- GAP
 
- Glyceraldehyde 3-phosphate
 
- Glyceraldehyde 3-phosphoric acid
 
- Glyceraldehyde-3-P
 
- Glyceraldehyde-3-phosphate
 
- Glyceraldehyde-3-phosphoric acid
 
- Glyceraldehyde-P
 
- Glyceraldehyde-phosphate
 
- Glyceraldehyde-phosphoric acid
 
- Triose phosphate
 
- Triose phosphoric acid
 
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| Chemical Formula: | C3H7O6P | 
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| Weight: | Average: 170.0578 Monoisotopic: 169.998024468 | 
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| InChI Key: | LXJXRIRHZLFYRP-UHFFFAOYSA-N | 
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| InChI: | InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8) | 
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| CAS number: | 142-10-9 | 
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| IUPAC Name: | (2-hydroxy-3-oxopropoxy)phosphonic acid | 
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| Traditional IUPAC Name: | glyceraldehyde 3 phosphate | 
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| SMILES: | OC(COP(O)(O)=O)C=O | 
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| Chemical Taxonomy | 
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| 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. | 
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| Kingdom | Organic compounds   | 
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| Super Class | Organic oxygen compounds   | 
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| Class | Organooxygen compounds   | 
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| Sub Class | Carbohydrates and carbohydrate conjugates   | 
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| Direct Parent | Glyceraldehyde-3-phosphates   | 
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| Alternative Parents |  | 
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| 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
 
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| Molecular Framework | Aliphatic acyclic compounds | 
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| External Descriptors |  | 
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| Physical Properties | 
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| State: | Solid | 
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| Charge: | -2 | 
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| Melting point: | Not Available | 
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| Experimental Properties: |  | 
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| Predicted Properties |  | 
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| Biological Properties | 
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| Cellular Locations: | Cytoplasm | 
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| Reactions: | 2-Keto-3-deoxy-6-phosphogluconic acid > D-Glyceraldehyde 3-phosphate + Pyruvic acidD-Tagatose 1,6-bisphosphate <> Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphateFructose 1,6-bisphosphate > Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphateDeoxyribose 5-phosphate > D-Glyceraldehyde 3-phosphate + Acetaldehyde2-Dehydro-3-deoxy-D-galactonate 6-phosphate > Pyruvic acid + D-Glyceraldehyde 3-phosphatePyruvic acid + D-Glyceraldehyde 3-phosphate > 1-Deoxy-D-xylulose 5-phosphate + Carbon dioxideFructose 6-phosphate > Dihydroxyacetone + D-Glyceraldehyde 3-phosphateD-Glyceraldehyde 3-phosphate + Inorganic phosphate + NAD > 3-phospho-D-glyceroyl phosphate + NADHD-Tagatose 1,6-bisphosphate > Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphateSedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphate > D-Erythrose 4-phosphate + Fructose 6-phosphateSedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphate > D-Ribose-5-phosphate + Xylulose 5-phosphateD-Glyceraldehyde 3-phosphate > Dihydroxyacetone phosphateL-Serine + Indoleglycerol phosphate + Indole <> L-Tryptophan + D-Glyceraldehyde 3-phosphate + WaterD-Glyceraldehyde 3-phosphate + Pyruvic acid + Hydrogen ion + D-Glyceraldehyde 3-phosphate > 1-Deoxy-D-xylulose 5-phosphate + Carbon dioxide + 1-Deoxy-D-xylulose 5-phosphateD-Glyceraldehyde 3-phosphate + Hydrogen ion + D-Glyceraldehyde 3-phosphate > Carbon dioxide + 1-Deoxy-D-xylulose 5-phosphate + 1-Deoxy-D-xylulose 5-phosphateXylulose 5-phosphate + D-Ribose-5-phosphate + Xylulose 5-phosphate <> D-Sedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphate + D-Sedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphateD-Sedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphate + D-Sedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphate <> beta-D-Fructose 6-phosphate + D-Erythrose 4-phosphateFructose 1,6-bisphosphate + Fructose 1,6-bisphosphate <> D-Glyceraldehyde 3-phosphate + Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphateD-Glyceraldehyde 3-phosphate + NAD + Phosphate + D-Glyceraldehyde 3-phosphate > Glyceric acid 1,3-biphosphate + NADH + Hydrogen ion + Glyceric acid 1,3-biphosphateGlyceric acid 1,3-biphosphate + NADH + Hydrogen ion + Glyceric acid 1,3-biphosphate > NAD + Phosphate + D-Glyceraldehyde 3-phosphate + D-Glyceraldehyde 3-phosphate(1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate + (1S,2R)-1-C-(indol-3-yl)glycerol 3-phosphate > D-Glyceraldehyde 3-phosphate + Indole + D-Glyceraldehyde 3-phosphateD-Glyceraldehyde 3-phosphate + D-Glyceraldehyde 3-phosphate <> Dihydroxyacetone phosphateD-Glyceraldehyde 3-phosphate + Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphate > Fructose 1,6-bisphosphate + Fructose 1,6-bisphosphateFructose 1,6-bisphosphate + Fructose 1,6-bisphosphate > Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphate + D-Glyceraldehyde 3-phosphate2-dehydro-3-deoxy-D-galactonate 6-phosphate + 2-Dehydro-3-deoxy-D-galactonate 6-phosphate > Pyruvic acid + D-Glyceraldehyde 3-phosphate + D-Glyceraldehyde 3-phosphateD-tagatofuranose 1,6-bisphosphate > Dihydroxyacetone phosphate + D-Glyceraldehyde 3-phosphate + D-Glyceraldehyde 3-phosphate2-Keto-3-deoxy-6-phosphogluconic acid > D-Glyceraldehyde 3-phosphate + Pyruvic acid + D-Glyceraldehyde 3-phosphateDeoxyribose 5-phosphate > Acetaldehyde + D-Glyceraldehyde 3-phosphateD-Erythrose 4-phosphate + Xylulose 5-phosphate <> Fructose 6-phosphate + D-Glyceraldehyde 3-phosphateFructose 6-phosphate + D-Glyceraldehyde 3-phosphate <> D-Erythrose 4-phosphate + Xylulose 5-phosphateSedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphate <> D-Erythrose 4-phosphate + beta-D-Fructose 6-phosphateD-Glyceraldehyde 3-phosphate + Hydrogen ion + Pyruvic acid <> Carbon dioxide + 1-Deoxy-D-xylulose 5-phosphatePyruvic acid + D-Glyceraldehyde 3-phosphate <> 1-Deoxy-D-xylulose 5-phosphate + Carbon dioxideDihydroxyacetone phosphate <> D-Glyceraldehyde 3-phosphateD-Glyceraldehyde 3-phosphate <> Dihydroxyacetone phosphateD-Erythrose 4-phosphate + Xylulose 5-phosphate <> Fructose 6-phosphate + D-Glyceraldehyde 3-phosphateSedoheptulose 7-phosphate + D-Glyceraldehyde 3-phosphate <> D-Erythrose 4-phosphate + beta-D-Fructose 6-phosphateD-Glyceraldehyde 3-phosphate + Hydrogen ion + Pyruvic acid <> Carbon dioxide + 1-Deoxy-D-xylulose 5-phosphateDihydroxyacetone phosphate <> D-Glyceraldehyde 3-phosphate More...
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| SMPDB Pathways: | | Galactitol and galactonate degradation | PW000820   |     |  | Galactose metabolism | PW000821   |     |  | Gluconeogenesis from L-malic acid | PW000819   |     |  | Pentose Phosphate | PW000893   |     |  | Secondary metabolites: isoprenoid biosynthesis (nonmevalonate pathway) | PW000975   |     |  | Secondary metabolites: methylerythritol phosphate and polyisoprenoid biosynthesis | PW000958   |     |  | Thiazole Biosynthesis I | PW002041   |     |  | Tryptophan metabolism | PW000815   |     |  | Vitamin B6 1430936196 | PW000891   |     |  | fructose metabolism | PW000913   |     |  | glycerol metabolism | PW000914   |     |  | glycerol metabolism II | PW000915   |     |  | glycerol metabolism III (sn-glycero-3-phosphoethanolamine) | PW000916   |     |  | glycerol metabolism IV (glycerophosphoglycerol) | PW000917   |     |  | glycerol metabolism V (glycerophosphoserine) | PW000918   |     |  | glycolysis and pyruvate dehydrogenase | PW000785   |     |  | hexuronide and hexuronate degradation | PW000834   |     |  | ketogluconate metabolism | PW002003   |     |  | purine deoxyribonucleosides degradation | PW002077   |     |  | tryptophan metabolism II | PW001916   |     |  
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| KEGG Pathways: | - Arginine and proline metabolism ec00330  
 
- Biosynthesis of ansamycins ec01051  
 
- Carbon fixation in photosynthetic organisms ec00710  
 
- Fructose and mannose metabolism ec00051  
 
- Galactose metabolism ec00052  
 
- Glycine, serine and threonine metabolism ec00260  
 
- Glycolysis / Gluconeogenesis ec00010  
 
- Glyoxylate and dicarboxylate metabolism ec00630  
 
- Inositol phosphate metabolism ec00562  
 
- Metabolic pathways eco01100  
 
- Methane metabolism ec00680  
 
- Microbial metabolism in diverse environments ec01120  
 
- Pentose and glucuronate interconversions ec00040  
 
- Pentose phosphate pathway ec00030  
 
- Phenylalanine, tyrosine and tryptophan biosynthesis ec00400  
 
- Terpenoid backbone biosynthesis ec00900  
 
- Thiamine metabolism ec00730  
 
- Tryptophan metabolism ec00380  
 
- Vitamin B6 metabolism ec00750  
 
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| EcoCyc Pathways: |  | 
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| Concentrations | 
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 | Not Available | 
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| Spectra | 
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| Spectra: | | Spectrum Type | Description | Splash Key |  | 
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 | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-0m5s-3952000000-862ad552658a2dad7631 | View in MoNA   | 
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 | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-03dj-2943000000-879f36e9ffb61cdb7e7e | View in MoNA   | 
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 | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-0m5s-3952000000-862ad552658a2dad7631 | View in MoNA   | 
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 | GC-MS | GC-MS Spectrum - GC-MS (Non-derivatized) | splash10-03dj-2943000000-879f36e9ffb61cdb7e7e | View in MoNA   | 
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 | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive | splash10-0002-9300000000-7c325d284fb0e3770da5 | View in MoNA   | 
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 | Predicted GC-MS | Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive | splash10-00xs-9720000000-2a59591392eaadc8cb67 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - LC-ESI-QTOF , negative | splash10-002b-9000000000-6e7cef3b048204ad747c | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-00di-1900000000-f7a7b256e1a0b030f168 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 0V, positive | splash10-00di-2900000000-eacc8d6b246e46b2340f | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-00dj-4900000000-a66af0aa75aba70cb82a | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 1V, positive | splash10-006t-7900000000-8b419c2e8472f9f74a49 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-006t-9600000000-6504648a31d96ef44d49 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 2V, positive | splash10-0002-9400000000-5a167503e18109d4af5b | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, positive | splash10-0002-9200000000-76cd396626689c9235be | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 3V, positive | splash10-0002-9100000000-9b592d8b0cba5a7af4c8 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-0002-9100000000-7a7901afb70f6d8627c9 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 4V, positive | splash10-0002-9000000000-bcb4ecbf7bc0e3ce3164 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 5V, positive | splash10-0002-9000000000-13cecd1b3662f69b69d2 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 6V, positive | splash10-0002-9000000000-ad2b828477c8005d6ec0 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 7V, positive | splash10-0002-9000000000-c4278124075952af95f1 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 9V, positive | splash10-0002-9000000000-4387fd6f7164cef7bd72 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 11V, positive | splash10-0002-9000000000-4c200ed3c50ff96956b6 | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 13V, positive | splash10-0002-9000000000-c9b13016720f097cecbc | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - Orbitrap 16V, positive | splash10-0002-9000000000-f2389881e7483c78942f | View in MoNA   | 
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 | LC-MS/MS | LC-MS/MS Spectrum - n/a 11V, positive | splash10-0005-9700000000-3e08f8453aeb088eee03 | View in MoNA   | 
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 | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum -  10V, Positive | splash10-00di-4900000000-416f405681faaf774486 | View in MoNA   | 
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 | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum -  20V, Positive | splash10-00di-9300000000-e5728592219561b9203c | View in MoNA   | 
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 | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum -  40V, Positive | splash10-0a4i-9000000000-eeb354dbde88d3794c6d | View in MoNA   | 
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 | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum -  10V, Negative | splash10-016r-6900000000-50b19733dd05329d82c9 | View in MoNA   | 
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 | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum -  20V, Negative | splash10-004i-9000000000-22bcce954e030ff911ed | View in MoNA   | 
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 | Predicted LC-MS/MS | Predicted LC-MS/MS Spectrum -  40V, Negative | splash10-004i-9000000000-5dbce0b156c269157c00 | View in MoNA   | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 13C NMR Spectrum | Not Available | View in JSpectraViewer | 
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 | 1D NMR | 1H NMR Spectrum | Not Available | View in JSpectraViewer | 
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| References | 
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| References: | - Kanehisa, M., Goto, S., Sato, Y., Furumichi, M., Tanabe, M. (2012). "KEGG for integration and interpretation of large-scale molecular data sets." Nucleic Acids Res 40:D109-D114. Pubmed: 22080510  
 
- Keseler, I. M., Collado-Vides, J., Santos-Zavaleta, A., Peralta-Gil, M., Gama-Castro, S., Muniz-Rascado, L., Bonavides-Martinez, C., Paley, S., Krummenacker, M., Altman, T., Kaipa, P., Spaulding, A., Pacheco, J., Latendresse, M., Fulcher, C., Sarker, M., Shearer, A. G., Mackie, A., Paulsen, I., Gunsalus, R. P., Karp, P. D. (2011). "EcoCyc: a comprehensive database of Escherichia coli biology." Nucleic Acids Res 39:D583-D590. Pubmed: 21097882  
 
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| Synthesis Reference: | Ballou, Clinton E.; Fischer, Hermann O. L. The synthesis of D-glyceraldehyde 3-phosphate. Journal of the American Chemical Society (1955), 77 3329-31. | 
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| Material Safety Data Sheet (MSDS) | Not Available | 
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| Links | 
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| External Links: |  | 
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