Common NameD-glyceraldehyde 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
Molecular FormulaC3H7O6P
Average Mass170.05780
Monoisotopic Mass169.99802
IUPAC Name(2-hydroxy-3-oxopropoxy)phosphonic acid
Traditional Name2-hydroxy-3-oxopropoxyphosphonic acid
CAS Registry Number591-57-1
SMILESO=C[C@H](O)COP(=O)([O-])[O-]
InChI IdentifierInChI=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
CHEBI IDCHEBI:59776
HMDB IDHMDB0001112
Pathways
NameSMPDB/PathBank
Fructose and mannose metabolism
pentose phosphate pathway
Oxidative phosphorylation
Glycolysis
Glycerol Phosphate Shuttle
Gluconeogenesis
Glycogen Storage Disease Type 1A (GSD1A) or Von Gierke Disease
Glucose-6-phosphate dehydrogenase deficiency
Ribose-5-phosphate isomerase deficiency
Transaldolase deficiency
Glycogenosis, Type VII. Tarui disease
Phosphoenolpyruvate carboxykinase deficiency 1 (PEPCK1)
Fructosuria
Fructose-1,6-diphosphatase deficiency
Triosephosphate isomerase
Fanconi-bickel syndrome
Glycogenosis, Type IB
Glycogenosis, Type IC
Glycogenosis, Type IA. Von gierke disease
Warburg Effect
Fructose intolerance, hereditary
StateSolid
Water Solubility2.05e+01 g/l
logP-1.69
logS-0.92
pKa (Strongest Acidic)1.40
pKa (Strongest Basic)-3.76
Hydrogen Acceptor Count5
Hydrogen Donor Count3
Polar Surface Area104.06 Ų
Rotatable Bond Count4
Physiological Charge-2
Formal Charge0
Refractivity30.33 m³·mol⁻¹
Polarizability12.61

We require the use of cookies for essential features like storing your previously submitted BASys2 queries. Rejecting the usage of cookies will result in certain features being disabled. By clicking ACCEPT or continuing to use the website you are agreeing to our use of cookies.

ACCEPT