Record Information
Version 1.0
Update Date 1/22/2018 12:54:54 PM
Metabolite IDPAMDB003512
Identification
Name: 1-Deoxy-L-glycero-tetrulose 4-phosphate
Description:1-deoxy-L-glycero-tetrulose 4-phosphate is an intermediate in the synthesis of riboflavin. It is a substrate for the enzyme 6,7-dimethyl-8-ribityllumazine synthase (RibE) which catalyzes the formation of 6,7-dimethyl-8 ribityllumazine by condensation of 5-amino-6-(D-ribitylamino)uracil with 1-deoxy-L-glycero-tetrulose 4-phosphate. This is the penultimate step in the biosynthesis of riboflavin.
Structure
Thumb
Synonyms:
  • (2-hydroxy-3-oxobutyl) dihydrogen phosphate
  • (2-Hydroxy-3-oxobutyl) dihydrogen phosphoric acid
  • 1-Deoxy-L-glycero-tetrulose 4-phosphoric acid
  • 2-Hydroxy-3-oxobutyl dihydrogen phosphate
  • 2-Hydroxy-3-oxobutyl dihydrogen phosphoric acid
  • 2-Hydroxy-3-oxobutyl phosphate
  • 2-Hydroxy-3-oxobutyl phosphoric acid
  • 3,4-Dihydroxy-2-butanone 4-phosphate
  • 3,4-Dihydroxy-2-butanone 4-phosphoric acid
  • L-3,4-Dihydroxybutan-2-one 4-phosphate
  • L-3,4-Dihydroxybutan-2-one 4-phosphoric acid
Chemical Formula: C4H9O6P
Average Molecular Weight: 184.0844
Monoisotopic Molecular Weight: 184.013674532
InChI Key: OKYHYXLCTGGOLM-UHFFFAOYSA-N
InChI:InChI=1S/C4H9O6P/c1-3(5)4(6)2-10-11(7,8)9/h4,6H,2H2,1H3,(H2,7,8,9)
CAS number: Not Available
IUPAC Name:(2-hydroxy-3-oxobutoxy)phosphonic acid
Traditional IUPAC Name: 2-hydroxy-3-oxobutyl phosphate
SMILES:CC(=O)C(O)COP(O)(O)=O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of organic compounds known as monoalkyl phosphates. These are organic compounds containing a phosphate group that is linked to exactly one alkyl chain.
Kingdom Organic compounds
Super ClassOrganophosphorus compounds
Class Organic phosphoric acids and derivatives
Sub ClassPhosphate esters
Direct Parent Monoalkyl phosphates
Alternative Parents
Substituents
  • Monoalkyl phosphate
  • Organic phosphate
  • Monosaccharide
  • Beta-ketoaldehyde
  • Acyloin
  • Alpha-hydroxy ketone
  • Secondary alcohol
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic acyclic compound
Molecular Framework Aliphatic acyclic compounds
External Descriptors Not Available
Physical Properties
State: Not Available
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueSource
Predicted Properties
PropertyValueSource
Water Solubility24.9 mg/mLALOGPS
logP-1.6ALOGPS
logP-1.3ChemAxon
logS-0.87ALOGPS
pKa (Strongest Acidic)1.39ChemAxon
pKa (Strongest Basic)-3.8ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area104.06 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity34.81 m3·mol-1ChemAxon
Polarizability14.38 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Cytoplasm
Reactions:
Pathways: Not Available
Spectra
Spectra:
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MSNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00kr-3900000000-a3d7948fc05904e06862View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014s-9500000000-31ec6e7cea40d06a6892View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014r-9000000000-beb8708b4dc7d349cdeaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-003r-5900000000-9e4612499bf4e2f07fc5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9100000000-425643565aa835d01981View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9000000000-0ef89293cd43e0a1a071View in MoNA
References
References: Not Available
Synthesis Reference: Not Available
Material Safety Data Sheet (MSDS) Not Available
External Links:
ResourceLink
CHEBI ID50608
HMDB IDNot Available
Pubchem Compound ID669
Kegg IDC15556
ChemSpider ID649
Wikipedia IDNot Available
BioCyc IDNot Available