Identification
- Generic Name
- D-glyceraldehyde 3-phosphate
- DrugBank Accession Number
- DB02263
- Background
An aldotriose which is an important intermediate in glycolysis and in tryptophan biosynthesis.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for D-glyceraldehyde 3-phosphate (DB02263)
- Weight
- Average: 170.0578
Monoisotopic: 169.998024468 - Chemical Formula
- C3H7O6P
- Synonyms
- (2R)-2-Hydroxy-3-(phosphonooxy)-propanal
- D-Glyceraldehyde 3-phosphate
- Glyceraldehyde-3-phosphate
Pharmacology
- Indication
Not Available
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Not Available
- Mechanism of action
Target Actions Organism UGlyceraldehyde-3-phosphate dehydrogenase A Not Available Escherichia coli (strain K12) UGlyceraldehyde-3-phosphate dehydrogenase Not Available Geobacillus stearothermophilus UNADP-dependent glyceraldehyde-3-phosphate dehydrogenase Not Available Streptococcus mutans serotype c (strain ATCC 700610 / UA159) - Absorption
Not Available
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Not Available
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
Pathway Category Glycogen Storage Disease Type 1A (GSD1A) or Von Gierke Disease Disease Transaldolase Deficiency Disease Fructose-1,6-diphosphatase Deficiency Disease Triosephosphate Isomerase Disease Fanconi-Bickel Syndrome Disease Warburg Effect Metabolic Glycolysis Metabolic Fructose and Mannose Degradation Metabolic Glycerol Phosphate Shuttle Metabolic Glucose-6-phosphate Dehydrogenase Deficiency Disease Glycogenosis, Type VII. Tarui Disease Disease Phosphoenolpyruvate Carboxykinase Deficiency 1 (PEPCK1) Disease Glycogenosis, Type IB Disease Pentose Phosphate Pathway Metabolic Gluconeogenesis Metabolic Mitochondrial Electron Transport Chain Metabolic Ribose-5-phosphate Isomerase Deficiency Disease Fructosuria Disease Glycogenosis, Type IC Disease Glycogenosis, Type IA. Von Gierke Disease Disease Fructose Intolerance, Hereditary Disease - Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- Not Available
Categories
- Drug Categories
- Not Available
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as glyceraldehyde-3-phosphates. These are compounds containing a glyceraldehyde substituted at position O3 by a phosphate group.
- Kingdom
- Organic compounds
- Super Class
- Organic oxygen compounds
- Class
- Organooxygen compounds
- Sub Class
- Carbohydrates and carbohydrate conjugates
- Direct Parent
- Glyceraldehyde-3-phosphates
- Alternative Parents
- Monoalkyl phosphates / Alpha-hydroxyaldehydes / Secondary alcohols / Organic oxides / Hydrocarbon derivatives
- Substituents
- Alcohol / Aldehyde / Aliphatic acyclic compound / Alkyl phosphate / Alpha-hydroxyaldehyde / Carbonyl group / Glyceraldehyde-3-phosphate / Hydrocarbon derivative / Monoalkyl phosphate / Organic oxide
- Molecular Framework
- Aliphatic acyclic compounds
- External Descriptors
- glyceraldehyde 3-phosphate (CHEBI:29052)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- TD9ZNF8JPW
- CAS number
- 591-57-1
- InChI Key
- LXJXRIRHZLFYRP-VKHMYHEASA-N
- InChI
- InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h1,3,5H,2H2,(H2,6,7,8)/t3-/m0/s1
- IUPAC Name
- [(2R)-2-hydroxy-3-oxopropoxy]phosphonic acid
- SMILES
- [H]C(=O)[C@H](O)COP(O)(O)=O
References
- Synthesis Reference
Young-Hoon Park, So-Yeon Rah, Seong-Jun Kim, Mun-Su Rhee, "Microorganism of Escherichia Sp, or Corynebacterium Sp, comprising foreign NADP dependent glyceraldehyde-3-phosphate dehydrogenase gene and method for producing L-lysine using the same." U.S. Patent US07566553, issued July 28, 2009.
US07566553- General References
- Not Available
- External Links
- KEGG Compound
- C00118
- PubChem Compound
- 439168
- PubChem Substance
- 46508786
- ChemSpider
- 388314
- BindingDB
- 50420199
- ChEBI
- 29052
- ChEMBL
- CHEMBL1232918
- ZINC
- ZINC000003869936
- PDBe Ligand
- G3H
- Wikipedia
- Glyceraldehyde_3-phosphate
- PDB Entries
- 1c7z / 1glc / 1gld / 1gle / 1m7p / 1nqa / 1nqo / 1qi1 / 1uod / 1uxu … show 29 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 20.5 mg/mL ALOGPS logP -1.7 ALOGPS logP -1.8 Chemaxon logS -0.92 ALOGPS pKa (Strongest Acidic) 1.4 Chemaxon pKa (Strongest Basic) -3.8 Chemaxon Physiological Charge -2 Chemaxon Hydrogen Acceptor Count 5 Chemaxon Hydrogen Donor Count 3 Chemaxon Polar Surface Area 104.06 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 30.33 m3·mol-1 Chemaxon Polarizability 12.53 Å3 Chemaxon Number of Rings 0 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption - 0.6115 Blood Brain Barrier + 0.95 Caco-2 permeable - 0.7473 P-glycoprotein substrate Non-substrate 0.7469 P-glycoprotein inhibitor I Non-inhibitor 0.8258 P-glycoprotein inhibitor II Non-inhibitor 0.8755 Renal organic cation transporter Non-inhibitor 0.942 CYP450 2C9 substrate Non-substrate 0.8621 CYP450 2D6 substrate Non-substrate 0.8556 CYP450 3A4 substrate Non-substrate 0.6634 CYP450 1A2 substrate Non-inhibitor 0.94 CYP450 2C9 inhibitor Non-inhibitor 0.9253 CYP450 2D6 inhibitor Non-inhibitor 0.9322 CYP450 2C19 inhibitor Non-inhibitor 0.9096 CYP450 3A4 inhibitor Non-inhibitor 0.9694 CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.9806 Ames test Non AMES toxic 0.7789 Carcinogenicity Non-carcinogens 0.6037 Biodegradation Ready biodegradable 0.6262 Rat acute toxicity 2.1206 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.9683 hERG inhibition (predictor II) Non-inhibitor 0.9257
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 133.806478 predictedDarkChem Lite v0.1.0 [M-H]- 123.343994 predictedDeepCCS 1.0 (2019) [M+H]+ 131.689078 predictedDarkChem Lite v0.1.0 [M+H]+ 125.62304 predictedDeepCCS 1.0 (2019) [M+Na]+ 131.642378 predictedDarkChem Lite v0.1.0 [M+Na]+ 133.1923 predictedDeepCCS 1.0 (2019)
Targets
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- Kind
- Protein
- Organism
- Escherichia coli (strain K12)
- Pharmacological action
- Unknown
- General Function
- Nadp binding
- Specific Function
- Catalyzes the oxidative phosphorylation of glyceraldehyde 3-phosphate (G3P) to 1,3-bisphosphoglycerate (BPG) using the cofactor NAD. The first reaction step involves the formation of a hemiacetal i...
- Gene Name
- gapA
- Uniprot ID
- P0A9B2
- Uniprot Name
- Glyceraldehyde-3-phosphate dehydrogenase A
- Molecular Weight
- 35532.24 Da
References
- Kind
- Protein
- Organism
- Geobacillus stearothermophilus
- Pharmacological action
- Unknown
- General Function
- Nadp binding
- Specific Function
- Catalyzes the oxidative phosphorylation of glyceraldehyde 3-phosphate (G3P) to 1,3-bisphosphoglycerate (BPG) using the cofactor NAD. The first reaction step involves the formation of a hemiacetal i...
- Gene Name
- gap
- Uniprot ID
- P00362
- Uniprot Name
- Glyceraldehyde-3-phosphate dehydrogenase
- Molecular Weight
- 36074.99 Da
- Kind
- Protein
- Organism
- Streptococcus mutans serotype c (strain ATCC 700610 / UA159)
- Pharmacological action
- Unknown
- General Function
- Glyceraldehyde-3-phosphate dehydrogenase (nadp+) (phosphorylating) activity
- Specific Function
- Not Available
- Gene Name
- gapN
- Uniprot ID
- Q59931
- Uniprot Name
- NADP-dependent glyceraldehyde-3-phosphate dehydrogenase
- Molecular Weight
- 51193.14 Da
Transporters
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Inhibitor
- General Function
- Sodium-independent organic anion transmembrane transporter activity
- 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, a...
- Gene Name
- SLCO2A1
- Uniprot ID
- Q92959
- Uniprot Name
- Solute carrier organic anion transporter family member 2A1
- Molecular Weight
- 70043.33 Da
References
- 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. [Article]
Drug created at June 13, 2005 13:24 / Updated at July 24, 2021 00:51