1-Deoxy-D-xylulose 5-phosphate

Identification

Name
1-Deoxy-D-xylulose 5-phosphate
Accession Number
DB02496  (EXPT01308)
Type
Small Molecule
Groups
Experimental
Description

1-Deoxy-D-xylulose 5-phosphate is a solid. This compound belongs to the pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups. The proteins that 1-Deoxy-D-xylulose 5-phosphate targets include 1-Deoxy-D-xylulose 5-phosphate reductoisomerase and pyridoxine 5'-phosphate synthase. 1-Deoxy-D-xylulose 5-phosphate is an intermediate in the non-mevalonate pathway.

Structure
Thumb
Synonyms
Not Available
Categories
UNII
Not Available
CAS number
190079-18-6
Weight
Average: 214.1104
Monoisotopic: 214.024239218
Chemical Formula
C5H11O7P
InChI Key
AJPADPZSRRUGHI-RFZPGFLSSA-N
InChI
InChI=1S/C5H11O7P/c1-3(6)5(8)4(7)2-12-13(9,10)11/h4-5,7-8H,2H2,1H3,(H2,9,10,11)/t4-,5-/m1/s1
IUPAC Name
{[(2R,3S)-2,3-dihydroxy-4-oxopentyl]oxy}phosphonic acid
SMILES
CC(=O)[[email protected]@H](O)[[email protected]](O)COP(O)(O)=O

Pharmacology

Indication
Not Available
Structured Indications
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UPyridoxine 5'-phosphate synthaseNot AvailableEscherichia coli (strain K12)
U1-deoxy-D-xylulose 5-phosphate reductoisomeraseNot AvailableEscherichia coli (strain K12)
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
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
Not Available
Food Interactions
Not Available

References

General References
Not Available
External Links
Human Metabolome Database
HMDB01213
KEGG Compound
C11437
PubChem Compound
443201
PubChem Substance
46506007
ChemSpider
391473
ChEBI
16493
HET
DXP
Wikipedia
1-Deoxy-D-xylulose_5-phosphate
PDB Entries
1ixn / 1m5w / 1q0q / 3gk0 / 3ll3

Clinical Trials

Clinical Trials
Not Available

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
PropertyValueSource
Water Solubility27.6 mg/mLALOGPS
logP-1.9ALOGPS
logP-1.9ChemAxon
logS-0.89ALOGPS
pKa (Strongest Acidic)1.48ChemAxon
pKa (Strongest Basic)-3.6ChemAxon
Physiological Charge-2ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area124.29 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity40.77 m3·mol-1ChemAxon
Polarizability17.18 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption-0.7533
Blood Brain Barrier+0.9141
Caco-2 permeable-0.7443
P-glycoprotein substrateNon-substrate0.6342
P-glycoprotein inhibitor INon-inhibitor0.8193
P-glycoprotein inhibitor IINon-inhibitor0.9379
Renal organic cation transporterNon-inhibitor0.9527
CYP450 2C9 substrateNon-substrate0.8313
CYP450 2D6 substrateNon-substrate0.8462
CYP450 3A4 substrateNon-substrate0.6142
CYP450 1A2 substrateNon-inhibitor0.9176
CYP450 2C9 inhibitorNon-inhibitor0.9163
CYP450 2D6 inhibitorNon-inhibitor0.927
CYP450 2C19 inhibitorNon-inhibitor0.906
CYP450 3A4 inhibitorNon-inhibitor0.9458
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9828
Ames testNon AMES toxic0.8098
CarcinogenicityNon-carcinogens0.6254
BiodegradationReady biodegradable0.6007
Rat acute toxicity2.0531 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9625
hERG inhibition (predictor II)Non-inhibitor0.8774
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-014j-2940000000-5e70f58c1f6619c74596
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0005-7900000000-67299c05b993067eaee5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0005-9200000000-303ff032b1dd45390bac
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-00di-9320000000-41ec442dafa3cc090e2d
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9100000000-5d0fcbc94e864a9d2006
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-004i-9000000000-2ee0f7b4883b35fcb552

Taxonomy

Description
This compound belongs to the class of organic compounds known as pentose phosphates. These are carbohydrate derivatives containing a pentose substituted by one or more phosphate groups.
Kingdom
Organic compounds
Super Class
Organic oxygen compounds
Class
Organooxygen compounds
Sub Class
Carbohydrates and carbohydrate conjugates
Direct Parent
Pentose phosphates
Alternative Parents
Monosaccharide phosphates / Monoalkyl phosphates / Beta-hydroxy ketones / Acyloins / Alpha-hydroxy ketones / Secondary alcohols / 1,2-diols / Organic oxides / Hydrocarbon derivatives
Substituents
Pentose-5-phosphate / Monosaccharide phosphate / Monoalkyl phosphate / Acyloin / Beta-hydroxy ketone / Alkyl phosphate / Phosphoric acid ester / Organic phosphoric acid derivative / Alpha-hydroxy ketone / Ketone
Molecular Framework
Aliphatic acyclic compounds
External Descriptors
xylulose phosphate (CHEBI:16493)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Pyridoxine 5'-phosphate synthase activity
Specific Function
Catalyzes the complicated ring closure reaction between the two acyclic compounds 1-deoxy-D-xylulose-5-phosphate (DXP) and 3-amino-2-oxopropyl phosphate (1-amino-acetone-3-phosphate or AAP) to form...
Gene Name
pdxJ
Uniprot ID
P0A794
Uniprot Name
Pyridoxine 5'-phosphate synthase
Molecular Weight
26384.01 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
Escherichia coli (strain K12)
Pharmacological action
Unknown
General Function
Nadph binding
Specific Function
Catalyzes the NADP-dependent rearrangement and reduction of 1-deoxy-D-xylulose-5-phosphate (DXP) to 2-C-methyl-D-erythritol 4-phosphate (MEP).
Gene Name
dxr
Uniprot ID
P45568
Uniprot Name
1-deoxy-D-xylulose 5-phosphate reductoisomerase
Molecular Weight
43387.575 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]

Drug created on June 13, 2005 07:24 / Updated on November 09, 2017 03:14