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Identification
Name1,3-Dihydroxyacetonephosphate
Accession NumberDB04326  (EXPT00026)
TypeSmall Molecule
GroupsExperimental
Description

An important intermediate in lipid biosynthesis and in glycolysis. [PubChem]

Structure
Thumb
SynonymsNot Available
Prescription ProductsNot Available
Generic Prescription ProductsNot Available
Over the Counter ProductsNot Available
International BrandsNot Available
Brand mixturesNot Available
SaltsNot Available
CategoriesNot Available
CAS numberNot Available
WeightAverage: 170.0578
Monoisotopic: 169.998024468
Chemical FormulaC3H7O6P
InChI KeyGNGACRATGGDKBX-UHFFFAOYSA-N
InChI
InChI=1S/C3H7O6P/c4-1-3(5)2-9-10(6,7)8/h4H,1-2H2,(H2,6,7,8)
IUPAC Name
(3-hydroxy-2-oxopropoxy)phosphonic acid
SMILES
OCC(=O)COP(O)(O)=O
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as glycerone phosphates. These are organic compounds containing a glycerone moiety that carries a phosphate group at the O-1 or O-2 position.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassCarbonyl compounds
Sub ClassKetones
Direct ParentGlycerone phosphates
Alternative Parents
Substituents
  • Glycerone phosphate
  • Monoalkyl phosphate
  • Alkyl phosphate
  • Phosphoric acid ester
  • Organic phosphoric acid derivative
  • Organic phosphate
  • Monosaccharide
  • Alpha-hydroxy ketone
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
Pathways
PathwayCategorySMPDB ID
Plasmalogen SynthesisMetabolicSMP00479
Familial lipoprotein lipase deficiencyDiseaseSMP00530
Glycerol Phosphate ShuttleMetabolicSMP00124
Glycerolipid MetabolismMetabolicSMP00039
D-glyceric aciduraDiseaseSMP00529
Glycerol Kinase DeficiencyDiseaseSMP00187
GluconeogenesisMetabolicSMP00128
Glycogenosis, Type IBDiseaseSMP00573
Transaldolase deficiencyDiseaseSMP00520
Glycogen Storage Disease Type 1A (GSD1A) or Von Gierke DiseaseDiseaseSMP00374
Ribose-5-phosphate isomerase deficiencyDiseaseSMP00519
Triosephosphate isomeraseDiseaseSMP00563
Phospholipid BiosynthesisMetabolicSMP00025
Pentose Phosphate PathwayMetabolicSMP00031
Phosphoenolpyruvate carboxykinase deficiency 1 (PEPCK1)DiseaseSMP00560
Fanconi-bickel syndromeDiseaseSMP00572
Glycogenosis, Type ICDiseaseSMP00574
GlycolysisMetabolicSMP00040
Mitochondrial Electron Transport ChainMetabolicSMP00355
Glucose-6-phosphate dehydrogenase deficiencyDiseaseSMP00518
Glycogenosis, Type VII. Tarui diseaseDiseaseSMP00531
Fructose-1,6-diphosphatase deficiencyDiseaseSMP00562
Glycogenosis, Type IA. Von gierke diseaseDiseaseSMP00581
Fructose and Mannose DegradationMetabolicSMP00064
FructosuriaDiseaseSMP00561
Fructose intolerance, hereditaryDiseaseSMP00725
Warburg EffectMetabolicSMP00654
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.6635
Blood Brain Barrier+0.9383
Caco-2 permeable-0.7358
P-glycoprotein substrateNon-substrate0.7692
P-glycoprotein inhibitor INon-inhibitor0.8116
P-glycoprotein inhibitor IINon-inhibitor0.8579
Renal organic cation transporterNon-inhibitor0.9189
CYP450 2C9 substrateNon-substrate0.86
CYP450 2D6 substrateNon-substrate0.8518
CYP450 3A4 substrateNon-substrate0.6864
CYP450 1A2 substrateNon-inhibitor0.9247
CYP450 2C9 substrateNon-inhibitor0.9077
CYP450 2D6 substrateNon-inhibitor0.9314
CYP450 2C19 substrateNon-inhibitor0.8817
CYP450 3A4 substrateNon-inhibitor0.9496
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9687
Ames testNon AMES toxic0.7968
CarcinogenicityNon-carcinogens0.5504
BiodegradationNot ready biodegradable0.524
Rat acute toxicity2.2128 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9401
hERG inhibition (predictor II)Non-inhibitor0.9126
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility21.9 mg/mLALOGPS
logP-1.5ALOGPS
logP-1.7ChemAxon
logS-0.89ALOGPS
pKa (Strongest Acidic)1.19ChemAxon
pKa (Strongest Basic)-3.3ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.06 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity30.47 m3·mol-1ChemAxon
Polarizability12.64 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Not Available
SpectraGC-MSMS/MS
References
Synthesis ReferenceNot Available
General ReferenceNot Available
External Links
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Fructose-bisphosphate aldolase A

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Fructose-bisphosphate aldolase A P04075 Details

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
  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
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

2. Triosephosphate isomerase

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Triosephosphate isomerase P60174 Details

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
  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
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

3. Fructose-bisphosphate aldolase B

Kind: protein

Organism: Human

Pharmacological action: unknown

Components

Name UniProt ID Details
Fructose-bisphosphate aldolase B P05062 Details

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
  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
  3. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. Pubmed

4. L-fuculose phosphate aldolase

Kind: protein

Organism: Escherichia coli (strain K12)

Pharmacological action: unknown

Components

Name UniProt ID Details
L-fuculose phosphate aldolase P0AB87 Details

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
  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

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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:24