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Identification
NameGlyceraldehyde-3-Phosphate
Accession NumberDB02263  (EXPT01530)
TypeSmall Molecule
GroupsExperimental
Description

An aldotriose which is an important intermediate in glycolysis and in tryptophan biosynthesis. [PubChem]

Structure
Thumb
SynonymsNot Available
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
UNIINot Available
CAS number142-10-9
WeightAverage: 170.0578
Monoisotopic: 169.998024468
Chemical FormulaC3H7O6P
InChI KeyInChIKey=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
O[[email protected]](COP(O)(O)=O)C=O
Taxonomy
DescriptionThis 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.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassCarbohydrates and carbohydrate conjugates
Sub ClassMonosaccharides
Direct ParentGlyceraldehyde-3-phosphates
Alternative Parents
Substituents
  • Glyceraldehyde-3-phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Alpha-hydroxyaldehyde
  • Secondary alcohol
  • Hydrocarbon derivative
  • Carbonyl group
  • Aldehyde
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
MetabolismNot Available
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
Pathways
PathwayCategorySMPDB ID
Glycogen Storage Disease Type 1A (GSD1A) or Von Gierke DiseaseDiseaseSMP00374
Phosphoenolpyruvate carboxykinase deficiency 1 (PEPCK1)DiseaseSMP00560
Triosephosphate isomeraseDiseaseSMP00563
Fructose intolerance, hereditaryDiseaseSMP00725
Pentose Phosphate PathwayMetabolicSMP00031
Transaldolase deficiencyDiseaseSMP00520
Fructose-1,6-diphosphatase deficiencyDiseaseSMP00562
Fanconi-bickel syndromeDiseaseSMP00572
Fructose and Mannose DegradationMetabolicSMP00064
GluconeogenesisMetabolicSMP00128
Glycogenosis, Type VII. Tarui diseaseDiseaseSMP00531
Glycogenosis, Type IBDiseaseSMP00573
Glycogenosis, Type ICDiseaseSMP00574
Glycerol Phosphate ShuttleMetabolicSMP00124
Mitochondrial Electron Transport ChainMetabolicSMP00355
FructosuriaDiseaseSMP00561
Warburg EffectMetabolicSMP00654
GlycolysisMetabolicSMP00040
Glucose-6-phosphate dehydrogenase deficiencyDiseaseSMP00518
Ribose-5-phosphate isomerase deficiencyDiseaseSMP00519
Glycogenosis, Type IA. Von gierke diseaseDiseaseSMP00581
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6115
Blood Brain Barrier+0.95
Caco-2 permeable-0.7473
P-glycoprotein substrateNon-substrate0.7469
P-glycoprotein inhibitor INon-inhibitor0.8258
P-glycoprotein inhibitor IINon-inhibitor0.8755
Renal organic cation transporterNon-inhibitor0.942
CYP450 2C9 substrateNon-substrate0.8621
CYP450 2D6 substrateNon-substrate0.8556
CYP450 3A4 substrateNon-substrate0.6634
CYP450 1A2 substrateNon-inhibitor0.94
CYP450 2C9 inhibitorNon-inhibitor0.9253
CYP450 2D6 inhibitorNon-inhibitor0.9322
CYP450 2C19 inhibitorNon-inhibitor0.9096
CYP450 3A4 inhibitorNon-inhibitor0.9694
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9806
Ames testNon AMES toxic0.7789
CarcinogenicityNon-carcinogens0.6037
BiodegradationReady biodegradable0.6262
Rat acute toxicity2.1206 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9683
hERG inhibition (predictor II)Non-inhibitor0.9257
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility20.5 mg/mLALOGPS
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 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.33 m3·mol-1ChemAxon
Polarizability12.54 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 3 TMS)splash10-03gs-2974000000-49a55c276e0ad196e48bView in MoNA
GC-MSGC-MS Spectrum - GC-MS (1 MEOX; 3 TMS)splash10-03dj-1954000000-b38d318554d6563bd853View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-4900000000-c2523768fc807c3c2be4View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00di-9300000000-f776376958b2b72f623aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9000000000-e259d091dff097ba4725View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-016r-6900000000-c0ca9a77a4d78aab0dfeView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9000000000-0bed37562fdba4181b72View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-1a41399517f85b66b213View in MoNA
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 ReferencesNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

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 intermediate between G3P and a cysteine residue, and this hemiacetal intermediate is then oxidized to a thioester, with concomitant reduction of NAD to NADH. The reduced NADH is then exchanged with the...
Gene Name:
gapA
Uniprot ID:
P0A9B2
Molecular Weight:
35532.24 Da
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
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 intermediate between G3P and a cysteine residue, and this hemiacetal intermediate is then oxidized to a thioester, with concomitant reduction of NAD to NADH. The reduced NADH is then exchanged with the...
Gene Name:
gap
Uniprot ID:
P00362
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
Molecular Weight:
51193.14 Da

Transporters

Kind
Protein
Organism
Human
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, as well as PGE1, PGE2 and PGF2A.
Gene Name:
SLCO2A1
Uniprot ID:
Q92959
Molecular Weight:
70043.33 Da
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 ]
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23